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  • 625-52-5 Structure
  • Basic information

    1. Product Name: Ethylurea
    2. Synonyms: ETHYLUREA;ETHYLUREA (MONO);ETHANOLUREA;ETHYLCARBAMIDE;N-ETHYLUREA;1-ethyl-ure;1-Ethylurea;ethvlurea
    3. CAS NO:625-52-5
    4. Molecular Formula: C3H8N2O
    5. Molecular Weight: 88.11
    6. EINECS: 210-898-8
    7. Product Categories: Pharmaceutical Intermediates;Carbonyl Compounds;Organic Building Blocks;Ureas;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
    8. Mol File: 625-52-5.mol
    9. Article Data: 12
  • Chemical Properties

    1. Melting Point: 87-90 °C(lit.)
    2. Boiling Point: 163.08°C (rough estimate)
    3. Flash Point: 93 °C
    4. Appearance: Beige to white solid
    5. Density: 1.2130
    6. Refractive Index: 1.4715 (estimate)
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: H2O: 0.1 g/mL, clear, colorless
    9. PKA: 14.39±0.46(Predicted)
    10. Water Solubility: soluble
    11. BRN: 1740512
    12. CAS DataBase Reference: Ethylurea(CAS DataBase Reference)
    13. NIST Chemistry Reference: Ethylurea(625-52-5)
    14. EPA Substance Registry System: Ethylurea(625-52-5)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 68-37-20/21/22
    3. Safety Statements: 22-24/25
    4. RIDADR: 1325
    5. WGK Germany: 3
    6. RTECS: YT2335000
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: III
    10. Hazardous Substances Data: 625-52-5(Hazardous Substances Data)

625-52-5 Usage

Description

Ethylurea, also known as N-Ethylurea, is an organic compound that serves as a versatile building block in the synthesis of various pharmaceutical and biologically active compounds. It acts as a source of nitrogen and carbonyl, making it a valuable component in the development of new drugs and therapeutic agents.

Uses

Used in Pharmaceutical Industry:
Ethylurea is used as a building block for the organic synthesis of pharmaceutical compounds. Its nitrogen and carbonyl groups contribute to the formation of diverse molecules with potential therapeutic applications.
Used in Organic Synthesis:
Ethylurea is used as a versatile building block in organic synthesis for the creation of various biologically active compounds. Its functional groups enable the formation of a wide range of molecules with potential applications in medicine and other fields.
Used in Drug Development:
Ethylurea is used as a key component in the development of new drugs and therapeutic agents. Its nitrogen and carbonyl groups facilitate the synthesis of molecules with potential medicinal properties, contributing to the advancement of pharmaceutical research and innovation.

Safety Profile

Mddly toxic by parenteral route. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise the urea from EtOH/water, then dry it under vacuum at room temperature. [Beilstein 4 IV 369.]

Check Digit Verification of cas no

The CAS Registry Mumber 625-52-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 5 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 625-52:
(5*6)+(4*2)+(3*5)+(2*5)+(1*2)=65
65 % 10 = 5
So 625-52-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H8N2O/c1-2-5-3(4)6/h2H2,1H3,(H3,4,5,6)

625-52-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • TCI America

  • (E0192)  Ethylurea  >95.0%(T)

  • 625-52-5

  • 25g

  • 390.00CNY

  • Detail
  • TCI America

  • (E0192)  Ethylurea  >95.0%(T)

  • 625-52-5

  • 500g

  • 2,990.00CNY

  • Detail
  • Alfa Aesar

  • (B24040)  Ethylurea, 98%   

  • 625-52-5

  • 25g

  • 587.0CNY

  • Detail
  • Alfa Aesar

  • (B24040)  Ethylurea, 98%   

  • 625-52-5

  • 100g

  • 1126.0CNY

  • Detail
  • Alfa Aesar

  • (B24040)  Ethylurea, 98%   

  • 625-52-5

  • 500g

  • 4338.0CNY

  • Detail
  • Aldrich

  • (E51007)  N-Ethylurea  97%

  • 625-52-5

  • E51007-25G

  • 586.17CNY

  • Detail
  • Aldrich

  • (E51007)  N-Ethylurea  97%

  • 625-52-5

  • E51007-100G

  • 1,689.48CNY

  • Detail

625-52-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethylurea

1.2 Other means of identification

Product number -
Other names urea,ethyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:625-52-5 SDS

625-52-5Synthetic route

S-methyl N-ethylthiocarbamate
39076-43-2

S-methyl N-ethylthiocarbamate

A

N-Ethylurea
625-52-5

N-Ethylurea

B

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

Conditions
ConditionsYield
With ammonia In water at 60℃; for 4h;A 98.5%
B 95%
S-methyl N-ethylthiocarbamate
39076-43-2

S-methyl N-ethylthiocarbamate

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With ammonia In ethyl acetate93%
With ammonium hydroxide In 1,4-dioxane at 70℃; for 6h;
Propionamid
79-05-0

Propionamid

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; ammonia In methanol at 0 - 20℃; for 2h; Hofmann Rearrangement; Inert atmosphere;84%
Ethyl isothiocyanate
542-85-8

Ethyl isothiocyanate

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With diethyl ether; hydroxylamine
N-ethyl-N'-hydroxy-thiourea
25684-38-2

N-ethyl-N'-hydroxy-thiourea

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With water
With ethanol
ethanol
64-17-5

ethanol

ethyl allophanate
626-36-8

ethyl allophanate

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
at 150℃;
1-methyl-1-nitrosourea
684-93-5

1-methyl-1-nitrosourea

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With water
nitrourea
556-89-8

nitrourea

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

ethyl allophanate
626-36-8

ethyl allophanate

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
at 150℃;
With ethanol at 150℃;
at 150℃; oder in alkoh. Loesung;
N-ethyl-N'-nitro-guanidine
39197-62-1

N-ethyl-N'-nitro-guanidine

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With water
ethyl isocyanate
109-90-0

ethyl isocyanate

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With ammonia
2-hydroxyphenyl carbamate
35580-87-1

2-hydroxyphenyl carbamate

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
In ethanol Heating;
hydrogenchloride
7647-01-0

hydrogenchloride

2-ethylamino-thiazol-4-one
37704-67-9

2-ethylamino-thiazol-4-one

barium chlorate

barium chlorate

A

N-Ethylurea
625-52-5

N-Ethylurea

B

sulfoacetic acid
123-43-3

sulfoacetic acid

Conditions
ConditionsYield
folgend Eindampfen der von Barium befreiten Loesung;
1-ethyl-2,4,5-trioxoimidazolidine
57012-86-9

1-ethyl-2,4,5-trioxoimidazolidine

aq. barium hydroxide solution

aq. barium hydroxide solution

A

N-Ethylurea
625-52-5

N-Ethylurea

B

oxalic acid
144-62-7

oxalic acid

cyanic acid
420-05-3

cyanic acid

water
7732-18-5

water

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
at 18℃; Rate constant;
at 60℃; Rate constant;
ammonium hydroxide

ammonium hydroxide

ethyl isocyanate
109-90-0

ethyl isocyanate

N-Ethylurea
625-52-5

N-Ethylurea

N-nitro-N'-ethyl-urea

N-nitro-N'-ethyl-urea

ammonia
7664-41-7

ammonia

N-Ethylurea
625-52-5

N-Ethylurea

potassium cyanate
590-28-3

potassium cyanate

ethylammonium sulfate

ethylammonium sulfate

N-Ethylurea
625-52-5

N-Ethylurea

N-acetyl-N'-ethyl-urea
71317-09-4

N-acetyl-N'-ethyl-urea

KOH-solution

KOH-solution

N-Ethylurea
625-52-5

N-Ethylurea

N-ethyl-N’-propionylurea
115802-11-4

N-ethyl-N’-propionylurea

nitric acid
7697-37-2

nitric acid

A

N-Ethylurea
625-52-5

N-Ethylurea

B

propionic acid
802294-64-0

propionic acid

(2-hydroxyethyl)urea
2078-71-9

(2-hydroxyethyl)urea

ethyl ether-ethyl acetate

ethyl ether-ethyl acetate

ethanolamine
141-43-5

ethanolamine

A

2-(tetrafluoroethoxy)ethylurea

2-(tetrafluoroethoxy)ethylurea

B

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
In DMF-THF
C3H6ClNOS

C3H6ClNOS

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; N-benzyl-N,N,N-triethylammonium chloride; ammonia; boric acid; sodium chloride; sodium hydroxide In dichloromethane; water at 25 - 40℃; pH=10 - 10.5;41.1 g
ethylamine
75-04-7

ethylamine

urea
57-13-6

urea

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With hydrogenchloride In water at 0℃; for 3.16667h; Reflux;
C11H21N3O4S

C11H21N3O4S

A

N-Ethylurea
625-52-5

N-Ethylurea

B

N-acetyl-L-methionine methyl ester sulfoxide
132436-46-5

N-acetyl-L-methionine methyl ester sulfoxide

Conditions
ConditionsYield
In deuteromethanol at 37℃; Kinetics;
potassium cyanate
590-28-3

potassium cyanate

ethylamine
75-04-7

ethylamine

N-Ethylurea
625-52-5

N-Ethylurea

Conditions
ConditionsYield
With hydrogenchloride In water at 60℃; for 16h;
With hydrogenchloride In water
N-Ethylurea
625-52-5

N-Ethylurea

benzaldehyde
100-52-7

benzaldehyde

1,1-(phenylmethylene)bis(3-ethylurea)
1093615-33-8

1,1-(phenylmethylene)bis(3-ethylurea)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 5h;100%
In acetonitrile at 20℃; for 1.5h;
N-Ethylurea
625-52-5

N-Ethylurea

(-)-Cyclohexenylethylcyanessigester
7146-80-7, 73352-37-1, 98459-43-9

(-)-Cyclohexenylethylcyanessigester

5-Cyclohex-1-enyl-3,5-diethyl-6-imino-dihydro-pyrimidine-2,4-dione
73362-86-4

5-Cyclohex-1-enyl-3,5-diethyl-6-imino-dihydro-pyrimidine-2,4-dione

Conditions
ConditionsYield
98%
N-Ethylurea
625-52-5

N-Ethylurea

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

triphenylphosphine
603-35-0

triphenylphosphine

dimethyl 2-{[(methylamino)carbonyl]amino}-3-(1,1,1-triphenyl-λ5-phosphanylidene)succinate
1228602-33-2

dimethyl 2-{[(methylamino)carbonyl]amino}-3-(1,1,1-triphenyl-λ5-phosphanylidene)succinate

Conditions
ConditionsYield
In hexane; ethyl acetate at 20℃; Michael condensation; chemoselective reaction;97%
bromobenzene
108-86-1

bromobenzene

N-Ethylurea
625-52-5

N-Ethylurea

carbon monoxide
201230-82-2

carbon monoxide

N-(ethylcarbamoyl)benzamide
28615-21-6

N-(ethylcarbamoyl)benzamide

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine In 1,4-dioxane at 100℃; under 3361.55 Torr; for 4h; Microwave irradiation; regioselective reaction;96%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

1-ethyl-6-aminouracil
41862-09-3

1-ethyl-6-aminouracil

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 6h; Heating;95%
With sodium ethanolate In ethanol for 24h; Reflux;45%
Stage #1: N-Ethylurea; ethyl 2-cyanoacetate With sodium ethanolate In ethanol for 6h; Heating / reflux;
Stage #2: With hydrogenchloride In water at 0℃; pH=7;
N-Ethylurea
625-52-5

N-Ethylurea

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

5-ethoxycarbonyl-1-ethyl-6-methyl-4-(3-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one

5-ethoxycarbonyl-1-ethyl-6-methyl-4-(3-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 1h; Green chemistry;94%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

ethyl 4-(2-chlorophenyl)-1-ethyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 4-(2-chlorophenyl)-1-ethyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 1h; Green chemistry;92%
With boric acid In acetic acid at 100℃; for 2h; Biginelli reaction;52%
With boric acid; acetic acid at 100℃; for 2h; Biginelli reaction;52%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl 6-chloro-4-(phenylamino)nicotinate
1012878-94-2

ethyl 6-chloro-4-(phenylamino)nicotinate

ethyl 6-(3-ethylureido)-4-(phenylamino)nicotinate
1445153-80-9

ethyl 6-(3-ethylureido)-4-(phenylamino)nicotinate

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 80℃; for 16.5h; Inert atmosphere;92%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl 6-chloro-4-(1H-imidazol-1-yl)nicotinate
1623159-88-5

ethyl 6-chloro-4-(1H-imidazol-1-yl)nicotinate

ethyl 6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinate
1623159-90-9

ethyl 6-(3-ethylureido)-4-(1H-imidazol-1-yl)nicotinate

Conditions
ConditionsYield
With potassium tert-butylate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane; water at 20 - 100℃; for 16h; Buchwald-Hartwig Coupling; Inert atmosphere;92%
N-Ethylurea
625-52-5

N-Ethylurea

R-OOCCH(C3H7)COO-R; R=alkyl

R-OOCCH(C3H7)COO-R; R=alkyl

1-Ethyl-5-propyl-barbitursaeure
83128-54-5

1-Ethyl-5-propyl-barbitursaeure

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 12h; Heating;91%
N-Ethylurea
625-52-5

N-Ethylurea

triphenylphosphine
603-35-0

triphenylphosphine

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

diethyl 2-{[(methylamino)carbonyl]amino}-3-(1,1,1-triphenyl-λ5-phosphanylidene)succinate
1228602-34-3

diethyl 2-{[(methylamino)carbonyl]amino}-3-(1,1,1-triphenyl-λ5-phosphanylidene)succinate

Conditions
ConditionsYield
In hexane; ethyl acetate at 20℃; Michael condensation; chemoselective reaction;90%
N-Ethylurea
625-52-5

N-Ethylurea

aniline
62-53-3

aniline

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

Conditions
ConditionsYield
With benzoic acid In para-xylene at 130℃; for 8h; Inert atmosphere; Schlenk technique;90%
N-Ethylurea
625-52-5

N-Ethylurea

8-hydroxy-8,8a-diphenyltetrahydro-2H-imidazo[5,1-b][1,3]oxazin-6(7H)-one

8-hydroxy-8,8a-diphenyltetrahydro-2H-imidazo[5,1-b][1,3]oxazin-6(7H)-one

1-ethyl-6-(3-hydroxypropyl)-3a,6a-diphenyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

1-ethyl-6-(3-hydroxypropyl)-3a,6a-diphenyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 8h; Reflux;90%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl acetoacetate
141-97-9

ethyl acetoacetate

3-tolyl isocyanate
621-29-4

3-tolyl isocyanate

1,2-dihydro-1-ethyl-6-methyl-2-oxo-4-(m-tolylamino)-5-pyrimidinecarboxylic acid

1,2-dihydro-1-ethyl-6-methyl-2-oxo-4-(m-tolylamino)-5-pyrimidinecarboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl acetoacetate; 3-tolyl isocyanate With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 6h; Schlenk technique;
Stage #2: N-Ethylurea In toluene Reflux; Schlenk technique;
89%
pyrimidine-2,4,5,6(1H,3H)-tetraone
61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9

pyrimidine-2,4,5,6(1H,3H)-tetraone

N-Ethylurea
625-52-5

N-Ethylurea

1-ethyl-4-hydroxy-2,5-dioxo-imidazolidine-4-carboxylic acid carbamoylamide
71886-24-3

1-ethyl-4-hydroxy-2,5-dioxo-imidazolidine-4-carboxylic acid carbamoylamide

Conditions
ConditionsYield
In water at 90℃;88%
With water
N-Ethylurea
625-52-5

N-Ethylurea

benzaldehyde
100-52-7

benzaldehyde

β-naphthol
135-19-3

β-naphthol

C20H20O2N2

C20H20O2N2

Conditions
ConditionsYield
With Indion-130 resin at 110℃; for 0.25h;88%
N-Ethylurea
625-52-5

N-Ethylurea

7-hydroxy-7,7a-diphenyltetrahydroimidazo[5,1-b]oxazol-5(5H)-one

7-hydroxy-7,7a-diphenyltetrahydroimidazo[5,1-b]oxazol-5(5H)-one

1-ethyl-6-(2-hydroxyethyl)-3a,6a-diphenyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

1-ethyl-6-(2-hydroxyethyl)-3a,6a-diphenyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile for 0.333333h; Reflux;88%
N-Ethylurea
625-52-5

N-Ethylurea

p-toluidine
106-49-0

p-toluidine

1,3-di-p-tolylurea
621-00-1

1,3-di-p-tolylurea

Conditions
ConditionsYield
With benzoic acid In para-xylene at 130℃; for 8h; Inert atmosphere; Schlenk technique;87%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl acetoacetate
141-97-9

ethyl acetoacetate

acetaldehyde
75-07-0

acetaldehyde

ethyl 1-ethyl-4,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

ethyl 1-ethyl-4,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With protonated penta-6-hydroxypurine bismuth chloride cluster chlorine complex In ethanol for 6h; Biginelli Pyrimidone Synthesis; Reflux; Green chemistry;87%
N-Ethylurea
625-52-5

N-Ethylurea

benzaldehyde
100-52-7

benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

5-methoxycarbonyl-1-ethyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

5-methoxycarbonyl-1-ethyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 1h; Green chemistry;87%
N-Ethylurea
625-52-5

N-Ethylurea

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

ethyl acetoacetate
141-97-9

ethyl acetoacetate

5-ethoxycarbonyl-1-ethyl-6-methyl-4-(4-methylphenyl)-3,4-dihydropyrimidin-2(1H)-one

5-ethoxycarbonyl-1-ethyl-6-methyl-4-(4-methylphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 1h; Green chemistry;87%
N-Ethylurea
625-52-5

N-Ethylurea

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

p-chlorobenzoylacetonitrile
4640-66-8

p-chlorobenzoylacetonitrile

2-(4-chlorobenzoyl)-3-(3-ethylureido)propenenitrile

2-(4-chlorobenzoyl)-3-(3-ethylureido)propenenitrile

Conditions
ConditionsYield
at 60 - 70℃; for 0.5h; Knoevenagel condensation;86%
4-benzoyl-1-(4-nitrophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid chloride
658081-82-4

4-benzoyl-1-(4-nitrophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid chloride

N-Ethylurea
625-52-5

N-Ethylurea

N-[4-benzoyl-1-(4-nitrophenyl)-5-phenyl-1H-pyrazole-3-carbonyl]-N'-ethylurea
1628798-96-8

N-[4-benzoyl-1-(4-nitrophenyl)-5-phenyl-1H-pyrazole-3-carbonyl]-N'-ethylurea

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Reflux;86%
N-Ethylurea
625-52-5

N-Ethylurea

ethyl acetoacetate
141-97-9

ethyl acetoacetate

meta-hydroxybenzaldehyde
100-83-4

meta-hydroxybenzaldehyde

5-ethoxycarbonyl-1-ethyl-6-methyl-4-(3-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

5-ethoxycarbonyl-1-ethyl-6-methyl-4-(3-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions
ConditionsYield
With cerous p-toluenesulfonate tetrahydrate at 80℃; for 1h; Green chemistry;86%
oxalyl dichloride
79-37-8

oxalyl dichloride

N-Ethylurea
625-52-5

N-Ethylurea

1-ethyl-2,4,5-trioxoimidazolidine
57012-86-9

1-ethyl-2,4,5-trioxoimidazolidine

Conditions
ConditionsYield
In benzene at 20℃;85%
In diethyl ether for 2h; Reflux;80%
N-Ethylurea
625-52-5

N-Ethylurea

2,4-Dichloro-6-hydrazonomethyl-phenol
43002-22-8

2,4-Dichloro-6-hydrazonomethyl-phenol

6,8-dichloro-3-ethyl-4-hydrazino-3,4-dihydro-benzo[e][1,3]oxazin-2-one

6,8-dichloro-3-ethyl-4-hydrazino-3,4-dihydro-benzo[e][1,3]oxazin-2-one

Conditions
ConditionsYield
With Montmorillonite K-10 clay for 0.1h; microwave irradiation;85%
N-Ethylurea
625-52-5

N-Ethylurea

aniline
62-53-3

aniline

5-bromosalicyclaldehyde
1761-61-1

5-bromosalicyclaldehyde

6-bromo-3-ethyl-4-phenylamino-3,4-dihydro-benzo[e][1,3]oxazin-2-one

6-bromo-3-ethyl-4-phenylamino-3,4-dihydro-benzo[e][1,3]oxazin-2-one

Conditions
ConditionsYield
With Montmorillonite K-10 clay In dichloromethane for 0.166667h; microwave irradiation;85%

625-52-5Relevant articles and documents

A Straightforward Synthesis of N-Substituted Ureas from Primary Amides

Franck, Xavier,Glachet, Thomas,Ibert, Quentin,Lohier, Jean-Fran?ois,Reboul, Vincent,Saraiva Rosa, Nathalie

, p. 2099 - 2105 (2020/07/13)

A direct and convenient method for the preparation of N-substituted ureas is achieved by treating primary amides with phenyliodine diacetate (PIDA) in the presence of an ammonia source (NH 3 or ammonium carbamate) in MeOH. The use of 2,2,2-trifluoroethanol (TFE) as the solvent increases the electrophilicity of the hypervalent iodine species and allows the synthesis of electron-poor carboxamides. This transformation involves a nucleophilic addition of ammonia on the isocyanate intermediate generated in situ by a Hofmann rearrangement of the starting amide.

Synthesis and Structure of 1-Substituted Semithioglycolurils

Baranov, Vladimir V.,Galochkin, Anton A.,Kravchenko, Angelina N.,Makhova, Nina N.,Nelyubina, Yulia V.

, p. 2563 - 2571 (2020/09/07)

Two methods for the synthesis of previously unavailable 1-substituted semithioglycolurils were developed. These methods consist of the cyclocondensation of 1-substituted ureas with 4,5-dihydroxy- or 4,5-dimethoxyimidazolidine-2-thione or glyoxal, followed by the reaction of the resulting 1-substituted 4,5-dihydroxyimidazolidine-2-ones with HSCN in a two-step one-pot procedure. Two of the desired semithioglycolurils were obtained as conglomerates.

Metal-Free Ring-Expansion Reaction of Six-membered Sulfonylimines with Diazomethanes: An Approach toward Seven-Membered Enesulfonamides

Xia, An-Jie,Kang, Tai-Ran,He, Long,Chen, Lian-Mei,Li, Wen-Ting,Yang, Jin-Liang,Liu, Quan-Zhong

supporting information, p. 1441 - 1444 (2016/02/12)

A new metal-free, ring-expansion reaction of six-membered N-sulfonylimines with unstable diazomethanes, generated in situ from the N-tosylhydrazones, has been developed. This reaction delivers valuable seven-membered enesulfonamides by a Tiffeneau-Demjanov rearrangement and intramolecular proton transfer tautomerization process. Moreover, this ring-expansion reaction can be carried out in a one-pot fashion and scaled up to the gram scale by using aryl aldehydes, without the need to isolate the N-tosylhydrazone. A diazo thing: The title reaction between cyclic N-sulfonylimines and diazo compounds generated in situ from the N-tosylhydrazones is simple and functional-group tolerant. It thus delivers valuable seven-membered sulfonamides in up to 95 % yield. Moreover, this reaction can be carried out in one-pot starting from the aryl aldehydes, without the need to isolate the N-tosylhydrazone (right).

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