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207976-92-9

Basic Information
CAS No.: 207976-92-9
Name: 2(1H)-Pyridinone, 3-chloro-5,6-dihydro-
Article Data: 17
Molecular Structure:
Molecular Structure of 207976-92-9 (2(1H)-Pyridinone, 3-chloro-5,6-dihydro-)
Formula: C5H6ClNO
Molecular Weight: 131.562
Synonyms: 3-chloro-5,6-dihydro-1H-pyridin-2-one;3-chloro-1,2,5,6-tetrahydropyridin-2-one;
Density: 1.28±0.1 g/cm3(Predicted)
Boiling Point: 328.0±42.0 °C(Predicted)
PSA: 32.59000
LogP: 0.90490
Synthetic route
41419-12-9

3,3-dichloro-piperidin-2-one

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
With lithium carbonate; lithium chloride In N,N-dimethyl-formamide at 130℃; for 4h;90%
With lithium carbonate In N,N-dimethyl-formamide at 120℃; for 24h;87%
With lithium carbonate; lithium chloride In N,N-dimethyl-formamide Inert atmosphere; Heating;65.6%

(E)-5-Amino-2-chloro-pent-2-enoic acid ethyl ester; hydrochloride

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
With triethylamine In toluene at 40℃; for 0.5h;87%
305839-60-5

N-Benzyl-3,3-dichlorovalerolactam

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
With lithium carbonate; lithium chloride In N,N-dimethyl-formamide at 130℃; for 4.5h;70%
675-20-7

piperidin-2-one

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
Stage #1: piperidin-2-one With phosphorus pentachloride In chloroform at 0℃; for 3.16h; Reflux;
Stage #2: With lithium carbonate In N,N-dimethyl-formamide at 120℃; for 7h;
35.1%
Multi-step reaction with 2 steps
1: phosphorus pentachloride / chloroform / 3.25 h / 0 °C / Reflux
2: lithium carbonate / N,N-dimethyl-formamide / 7 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: phosphorus pentachloride / chloroform / 12 h / 0 - 66 °C / Reflux
2: lithium carbonate / N,N-dimethyl-formamide / 12 h / 20 - 120 °C
View Scheme
16834-22-3

3-chloro-piperidin-2-one

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus pentachloride / chloroform / 20 °C
2: lithium chloride; lithium carbonate / N,N-dimethyl-formamide / 7 h / 130 °C
View Scheme
27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

503614-56-0

1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3, 4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In toluene for 12h; Reflux;66.1%
With triethylamine In toluene at 130℃; for 4h;56%
100-39-0

benzyl bromide

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

885024-32-8

1-benzyl-3-chloro-5,6-dihydro-1H-pyridin-2-one

Conditions
ConditionsYield
Stage #1: benzyl bromide; 3-chloro-5,6-dihydro-1H-pyridin-2-one With potassium hydride In tetrahydrofuran at 0 - 20℃; for 20h;
Stage #2: With water In tetrahydrofuran
61%
90-50-6

3,4,5-trimethoxycinnamic acid

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

1571062-00-4

(Ε)-3-chloro-1-(3-(3,4,5-trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1Η)-one

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxycinnamic acid With oxalyl dichloride In tetrahydrofuran for 4h; Inert atmosphere;
Stage #2: With triethylamine In tetrahydrofuran at 0℃; for 0.25h;
Stage #3: 3-chloro-5,6-dihydro-1H-pyridin-2-one In tetrahydrofuran at 20℃; for 12h;
56%
102-92-1

Cinnamoyl chloride

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

(E)-3-chloro-1-cinnamoyl-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: 3-chloro-5,6-dihydro-1H-pyridin-2-one With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Schlenk technique; Inert atmosphere;
Stage #2: Cinnamoyl chloride In tetrahydrofuran at -78 - 23℃; Schlenk technique; Inert atmosphere;
56%
With triethylamine In tetrahydrofuran Inert atmosphere;100 mg

(2E)-3-(3,5,6-trimethylpyrazin-2-yl)prop-2-enoic acid

207976-92-9

3-chloro-5,6-dihydro-1H-pyridin-2-one

(E)-3-chloro-1-{3-[(3,5,6-trimethylpyrazin-2-yl)]prop-2-enoyl}-5,6-dihydropyridin-2(1H)-one

Conditions
ConditionsYield
Stage #1: (2E)-3-(3,5,6-trimethylpyrazin-2-yl)prop-2-enoic acid With pivaloyl chloride; triethylamine In tetrahydrofuran; dichloromethane at -20℃;
Stage #2: 3-chloro-5,6-dihydro-1H-pyridin-2-one With n-butyllithium In tetrahydrofuran for 1h;
56%
Raw Materials
41419-12-9
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