77472-71-0

Basic information

• Product Name: 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide
• Synonyms: 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide
• CAS NO: 77472-71-0
• Molecular Formula: C12H15N3O2
• Molecular Weight: 233.27
• EINECS: 204-259-2
• Mol File: 77472-71-0.mol

Chemical Properties

• Melting Point: 154-155 °C
• Boiling Point: 529.4±50.0 °C(Predicted)
• Density: 1.243±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide(77472-71-0)
• EPA Substance Registry System: 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide(77472-71-0)

Safety Data

• Hazardous Substances Data: 77472-71-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide is used as a pharmaceutical intermediate for the development of various medications. Its unique chemical structure allows it to be a crucial component in the synthesis of a wide range of drugs, including those targeting different medical conditions and diseases.
As a pharmaceutical intermediate, 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide plays a vital role in the production of various drugs due to its ability to be modified and incorporated into the molecular structure of the final product. This versatility makes it an essential compound in the pharmaceutical industry, contributing to the development of innovative and effective treatments for patients.

Synthetic route

2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester (70291-40-6) → 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0)

Conditions	Yield
With hydrazine hydrate at 0 - 20℃; for 20h;	78%
With hydrazine hydrate In ethanol for 8h; Heating;	67%

4-phenylpyrrolidin-2-one (1198-97-6) → 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaH / 1.) dioxane, 90 deg C, 1 h, 2.) 125 deg C, 5 h 2: 67 percent / hydrazine hydrate / ethanol / 8 h / Heating View Scheme

2-oxo-4-phenylpyrrolidine-3-carboxylic acid (77519-55-2) → 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0)

Conditions	Yield
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: 67 percent / hydrazine hydrate / ethanol / 8 h / Heating View Scheme

3-methoxycarbonyl-4-phenyl-2-pyrrolidone (55790-17-5) → 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0)

Conditions	Yield
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: 67 percent / hydrazine hydrate / ethanol / 8 h / Heating View Scheme

4-chlorobenzaldehyde (104-88-1) + 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0) → N'-[(E)-(4-chlorophenyl)methylidene]-2-(4-phenyl-2-oxopyrrolidin-1-yl)acetohydrazide

Conditions	Yield
In ethanol Reflux;	89%

2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0) + acetone (67-64-1) → 2-(4-phenyl-2-oxopyrrolidin-1-yl)-N'-isopropylideneacetohydrazide

Conditions	Yield
for 1h; Reflux;	85%

benzaldehyde (100-52-7) + 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0) → 2-(4-phenyl-2-oxopyrrolidin-1-yl)-N'-[(E)-phenyl methylidene]acetohydrazide

Conditions	Yield
In ethanol Reflux;	81%

4-methoxy-benzaldehyde (123-11-5) + 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0) → N'-[(E)-(4-methoxyphenyl)methylidene]-2-(4-phenyl-2-oxopyrrolidin-1-yl)acetohydrazide

Conditions	Yield
In ethanol Reflux;	71%

2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0) + acetophenone (98-86-2) → 2-(4-phenyl-2-oxopyrrolidin-1-yl)-N'-[(1E)-1-phenyl ethylidene]acetohydrazide

Conditions	Yield
In ethanol for 3h; Reflux;	69%

3-pyridinecarboxaldehyde (500-22-1) + 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide (77472-71-0) → 2-(4-phenyl-2-oxopyrrolidin-1-yl)-N'-[(E)-(pyridin-3-yl)methylidene]acetohydrazide

Conditions	Yield
In ethanol Reflux;	62%

Upstream product

• 70291-40-6 2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester 
• 1198-97-6 4-phenylpyrrolidin-2-one 
• 77519-55-2 2-oxo-4-phenylpyrrolidine-3-carboxylic acid 
• 55790-17-5 3-methoxycarbonyl-4-phenyl-2-pyrrolidone 

Relevant articles and documents

2-[4-(Het)aryl-2-oxopyrrolidin-1-yl]acetohydrazides: synthesis, structures, and reactions with carbonyl compounds

2-[4-(Het)aryl-2-oxopyrrolidin-1-yl]acetohydrazides, structural analogs of piracetam, were synthesized by the condensation of 2-[4-(het)aryl-2-oxopyrrolidin-1-yl]acetates with hydrazine hydrate and phenylhydrazine. New [N′-alkyl(hetaryl)idene]-4-(het)aryl-2-oxopyrrolidin-1-ylacetohydrazides were synthesized by the reaction of 2-[4-(het)aryl-2-oxopyrrolidin-1-yl]-acetohydrazides with aromatic aldehydes, acetone, and acetophenone.