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Thiourea,N-(4-bromophenyl)-

  • Name Thiourea,N-(4-bromophenyl)-
  • EINECS-0
  • CAS No. 2646-30-2
  • Density1.728 g/cm3
  • PSA70.14000
  • LogP2.87790
  • SolubilityN/A
  • Melting Point183-184 °C
  • FormulaC7H7BrN2S
  • Boiling Point317 °C at 760 mmHg
  • Molecular Weight231.116
  • Flash Point145.5 °C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety22-36/37-45
  • Risk Codes25
  • Molecular Structure
    Molecular Structure of 2646-30-2 (4-BROMOPHENYLTHIOUREA)
  • Hazard SymbolsN/A
  • SynonymsN/A
  • Article Data50

Thiourea,N-(4-bromophenyl)- Synthetic route

333-20-0

potassium thioacyanate

624-19-1

4-bromoaniline hydrochloride

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
In tetrahydrofuran Addition; Heating;96%
19249-89-9

1-benzoyl-3-(4-bromophenyl)thiourea

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
With sodium hydroxide In water at 85℃; for 0.2h;87.5%
With sodium hydroxide; water In ethanol for 1h; Heating / reflux;70%
With sodium hydroxide; water for 0.5h; Heating / reflux;60%
1147550-11-5

ammonium thiocyanate

106-40-1

4-bromo-aniline

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
With hydrogenchloride In water for 0.5h;76.5%
Stage #1: ammonium thiocyanate; 4-bromo-aniline With hydrogenchloride In water for 1h; Heating;
Stage #2: Heating;
28.55%
4137-02-4

3-(4-Bromphenyl)-4-oxo-2-thioxo-tetrahydro-1,3-thiazin

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
With ammonium hydroxide In ethanol for 1h; Heating;74%
1985-12-2

4-Bromophenyl isothiocyanate

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
With ammonia
With ammonia In ethanol Yield given;
With ammonia; water In tetrahydrofuran at 20℃; for 0.166667h;
19249-89-9

1-benzoyl-3-(4-bromophenyl)thiourea

124-41-4

sodium methylate

A

93-58-3

benzoic acid methyl ester

B

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
In methanol at 25℃; Rate constant; 4-bromophenolate buffer;
106-40-1

4-bromo-aniline

CS2

CS2

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetone
2: NaOH
View Scheme
106-40-1

4-bromo-aniline

9-methyl-tridecanoyl chloride

9-methyl-tridecanoyl chloride

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetone / 0.25 h / Heating
1.2: acetone / 0.5 h / Heating
2.1: aq. NaOH
View Scheme
1147550-11-5

ammonium thiocyanate

624-19-1

4-bromoaniline hydrochloride

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
Stage #1: 4-bromoaniline hydrochloride With hydrogenchloride In water for 0.5h; Reflux;
Stage #2: ammonium thiocyanate In water at 20℃; for 4h; Reflux;
106-40-1

4-bromo-aniline

2646-30-2

1-(4-bromophenyl)thiourea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium carbonate / water; dichloromethane / 19.5 h / 0 - 25 °C
2: ammonia / tetrahydrofuran / 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetone / 0.17 h / 20 °C
1.2: 20 °C
2.1: bis(trichloromethyl) carbonate / chloroform / 1 h
3.1: ammonium hydroxide / dichloromethane / 3 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: acetonitrile / 0.17 h / Milling; Green chemistry
2: ammonium chloride; sodium carbonate / neat (no solvent) / 1 h / Milling; Green chemistry
View Scheme

Thiourea,N-(4-bromophenyl)- Specification

The Thiourea,N-(4-bromophenyl)-, with the CAS registry number 2646-30-2, has the systematic name of 1-(4-bromophenyl)thiourea. It belongs to the product category of Heterocycles. The molecular formula of the chemical is C7H7BrN2S, and its molecular weight is 231.1129.

The characteristics of Thiourea,N-(4-bromophenyl)- are as followings: (1)ACD/LogP: 1.90; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.9; (4)ACD/LogD (pH 7.4): 1.9; (5)ACD/BCF (pH 5.5): 16.27; (6)ACD/BCF (pH 7.4): 16.27; (7)ACD/KOC (pH 5.5): 256.34; (8)ACD/KOC (pH 7.4): 256.33; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 38.57 Å2; (13)Index of Refraction: 1.748; (14)Molar Refractivity: 54.37 cm3; (15)Molar Volume: 133.7 cm3; (16)Polarizability: 21.55×10-24cm3; (17)Surface Tension: 73.9 dyne/cm; (18)Density: 1.728 g/cm3; (19)Flash Point: 145.5 °C; (20)Enthalpy of Vaporization: 55.84 kJ/mol; (21)Boiling Point: 317 °C at 760 mmHg; (22)Vapour Pressure: 0.000395 mmHg at 25°C. 

Uses of Thiourea,N-(4-bromophenyl)-: It can react with 2-bromo-1-(4-fluoro-2-methyl-phenyl)-ethanone to produce (4-bromo-phenyl)-[5-(4-fluoro-2-methyl-phenyl)-thiazol-2-yl]-amine. This reaction will need menstruum ethanol. The reaction time is 8 hours with heating, and the yield is about 60%.   

You should be cautious while dealing with this chemical. It is toxic if swallowed. Therefore, you had better take the following instructions: Do not breathe dust; Wear suitable protective clothing and gloves, and if in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). 

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Brc1ccc(NC(=S)N)cc1
(2)InChI: InChI=1/C7H7BrN2S/c8-5-1-3-6(4-2-5)10-7(9)11/h1-4H,(H3,9,10,11)
(3)InChIKey: MRVQULNOKCOGHC-UHFFFAOYAE

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LDLo oral 50mg/kg (50mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 46, 1953

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