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77472-70-9

77472-70-9

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77472-70-9 Usage

Description

4-Phenyl-2-pyrrolidone-1-acetamide (also named as Phenylpiracetam, Fonturacetam) is a phenylated analog of the drug piracetam, which was developed in 1983 in Russia. It is now available as a prescription drug. It has antiamnesic, anticonvulsant and anxiolytic properties. It is used as a general stimulant or to increase tolerance to extreme temperatures and stress.

Uses

Different sources of media describe the Uses of 77472-70-9 differently. You can refer to the following data:
1. Carphedone is a GABA derivative that exhibited apparent immunocorrection properties during immunosuppression induced by cyclophosphamide were studied.
2. Carphedone is a GABA derivative that exhibited apparent immunocorrection properties during immunosuppression induced by cyclophosphamide.

Check Digit Verification of cas no

The CAS Registry Mumber 77472-70-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,4,7 and 2 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 77472-70:
(7*7)+(6*7)+(5*4)+(4*7)+(3*2)+(2*7)+(1*0)=159
159 % 10 = 9
So 77472-70-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H14N2O2/c13-11(15)8-14-7-10(6-12(14)16)9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,13,15)

77472-70-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(2-Oxo-4-phenylpyrrolidin-1-yl)acetamide

1.2 Other means of identification

Product number -
Other names 2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

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:77472-70-9 SDS

77472-70-9Synthetic route

2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester
70291-40-6

2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
With ammonia In methanol at 45 - 50℃; for 5h;100%
With ammonium hydroxide for 2h;64%
4-[(2-amino-2-oxoethyl)amino]-3-phenylbutanoic acid

4-[(2-amino-2-oxoethyl)amino]-3-phenylbutanoic acid

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Heating;97%
methyl-2-oxo-4-phenylpyrrolidine-1-acetate
68497-63-2

methyl-2-oxo-4-phenylpyrrolidine-1-acetate

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
With ammonium hydroxide for 2h;81%
With ammonia In methanol at 20 - 30℃; for 12h; Concentration; Temperature; Solvent;81%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) KOH / 1) DMSO, benzene, reflux, 8 h, 2) DMSO, benzene, RT, 1 d
2: 64 percent / 25percent aq. NH3 / 2 h
View Scheme
Multi-step reaction with 3 steps
1: 90 percent / conc. HCl / 0.33 h / Heating
2: 94 percent / Me3SiOTf / 0.5 h / 150 - 155 °C
3: 81 percent / 25percent aq. NH3 / 2 h
View Scheme
Multi-step reaction with 3 steps
1: 90 percent / conc. HCl / 0.33 h / Heating
2: 53 percent / 1 h / 150 - 160 °C
3: 64 percent / 25percent aq. NH3 / 2 h
View Scheme
Multi-step reaction with 2 steps
1: 1.) NaH / 1.) dioxane, 90 deg C, 1 h, 2.) 125 deg C, 5 h
2: 100 percent / NH3 / methanol / 5 h / 45 - 50 °C
View Scheme
4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone
106869-48-1

4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / Me3SiOTf / 0.5 h / 150 - 155 °C
2: 81 percent / 25percent aq. NH3 / 2 h
View Scheme
Multi-step reaction with 2 steps
1: 53 percent / 1 h / 150 - 160 °C
2: 64 percent / 25percent aq. NH3 / 2 h
View Scheme
(±)-3-carboxy-2-phenylpropan-1-aminium chloride
3060-41-1

(±)-3-carboxy-2-phenylpropan-1-aminium chloride

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 99 percent / 3 h / Heating
2: 94 percent / Me3SiOTf / 0.5 h / 150 - 155 °C
3: 81 percent / 25percent aq. NH3 / 2 h
View Scheme
Multi-step reaction with 3 steps
1: 99 percent / 3 h / Heating
2: 53 percent / 1 h / 150 - 160 °C
3: 64 percent / 25percent aq. NH3 / 2 h
View Scheme
2-oxo-4-phenylpyrrolidine-3-carboxylic acid
77519-55-2

2-oxo-4-phenylpyrrolidine-3-carboxylic acid

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 58 percent / 0.5 h / 190 °C
2: 1.) NaH / 1.) dioxane, 90 deg C, 1 h, 2.) 125 deg C, 5 h
3: 100 percent / NH3 / methanol / 5 h / 45 - 50 °C
View Scheme
3-methoxycarbonyl-4-phenyl-2-pyrrolidone
55790-17-5

3-methoxycarbonyl-4-phenyl-2-pyrrolidone

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 89.6 percent / 10percent aq. KOH / 5 h / Heating
2: 58 percent / 0.5 h / 190 °C
3: 1.) NaH / 1.) dioxane, 90 deg C, 1 h, 2.) 125 deg C, 5 h
4: 100 percent / NH3 / methanol / 5 h / 45 - 50 °C
View Scheme
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hydroxide / methanol; water / 24 h / 20 - 30 °C
2.1: nickel(II) chloride hexahydrate; water; sodium tetrahydroborate / dichloromethane / 5 h / -10 - 30 °C
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / -10 °C
3.2: 2 h / -10 - 0 °C
4.1: ammonia / methanol / 12 h / 20 - 30 °C
View Scheme
4-nitro-3-phenylbutanoic acid ethyl ester

4-nitro-3-phenylbutanoic acid ethyl ester

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: nickel(II) chloride hexahydrate; water; sodium tetrahydroborate / dichloromethane / 5 h / -10 - 30 °C
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h / -10 °C
2.2: 2 h / -10 - 0 °C
3.1: ammonia / methanol / 12 h / 20 - 30 °C
View Scheme
C10H12NO2(1-)*K(1+)

C10H12NO2(1-)*K(1+)

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol / 65 - 75 °C
2: acetic acid / ethanol
3: Heating
View Scheme
C12H15N2O3(1-)*K(1+)

C12H15N2O3(1-)*K(1+)

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / ethanol
2: Heating
View Scheme
4-amino-3-phenylbutanoic acid
1078-21-3

4-amino-3-phenylbutanoic acid

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: potassium hydroxide / ethanol / 65 - 75 °C
2: ethanol / 65 - 75 °C
3: acetic acid / ethanol
4: Heating
View Scheme
(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

acetic acid
64-19-7

acetic acid

acetylkarfedon

acetylkarfedon

Conditions
ConditionsYield
With hydrogenchloride for 0.0833333h; Heating;89%
docosahexaenoic acid
6217-54-5

docosahexaenoic acid

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

C34H44N2O3
1613318-02-7

C34H44N2O3

Conditions
ConditionsYield
Stage #1: docosahexaenoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: (RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide In N,N-dimethyl-formamide for 2h;		75%
Chloro(chloromethyl)dimethylsilane
1719-57-9

Chloro(chloromethyl)dimethylsilane

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

N,N-bis-(chloro-dimethyl-silanylmethyl)-2-(2-oxo-4-phenyl-pyrrolidin-1-yl)-acetamide

N,N-bis-(chloro-dimethyl-silanylmethyl)-2-(2-oxo-4-phenyl-pyrrolidin-1-yl)-acetamide

Conditions
ConditionsYield
With 1,1,1,3,3,3-hexamethyl-disilazane In benzene Alkylation; Heating;
(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
77472-70-9

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

2,2,6,6-tetramethyl-4-[(2-oxo-4-phenylpyrrolidin-1-yl)acetyl]-1-oxa-4-aza-2,6-disilacyclohexane

2,2,6,6-tetramethyl-4-[(2-oxo-4-phenylpyrrolidin-1-yl)acetyl]-1-oxa-4-aza-2,6-disilacyclohexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hexamethyldisilazane / benzene / Heating
2: sodium hydrogen carbonate / benzene; H2O
View Scheme

77472-70-9Downstream Products

77472-70-9Relevant articles and documents

Synthesis of substituted 2-(2-oxopyrrolidin-1-yl)acetamides

Kavina,Sizov,Yakovlev

, p. 873 - 878 (2017/08/02)

The reaction of chloroacetamide with 2 equiv of γ-aminobutyric acid potassium salts provides a convenient method for the synthesis of substituted 4-[(2-amino-2-oxoethyl)amino]butanoic acids. Alkylation products of 2-aminoacetic and 3-aminopropanoic acid with chloroacetamide were isolated. Thermal cyclization of substituted 4-[(2-amino-2-oxoethyl)amino]butanoic acids afforded 2-(2-oxopyrrolidin-1-yl)acetamides.

SIMPLE METHODS FOR THE N-ALKYLATION OF LACTAMS

Kramarova, E. P.,Shipov, A. G.,Orlova, N. A.,Artamkina, O. B.,Belavin, I. Yu.,Baukov, Yu. I.

, p. 970 - 979 (2007/10/02)

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