51769-53-0

Basic information

• Product Name: Benzamide, N-[2-[(4-methylphenyl)amino]-2-oxoethyl]-
• CAS NO: 51769-53-0
• Molecular Formula: C16H16N2O2
• Molecular Weight: 268.315
• Mol File: 51769-53-0.mol

Chemical Properties

• CAS DataBase Reference: Benzamide, N-[2-[(4-methylphenyl)amino]-2-oxoethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-[2-[(4-methylphenyl)amino]-2-oxoethyl]-(51769-53-0)
• EPA Substance Registry System: Benzamide, N-[2-[(4-methylphenyl)amino]-2-oxoethyl]-(51769-53-0)

Safety Data

• Hazardous Substances Data: 51769-53-0(Hazardous Substances Data)

Upstream product

• 495-69-2 Hippuric Acid 
• 106-49-0 p-toluidine 
• 1499-53-2 ethyl hippurate 
• 1199-01-5 2-phenylazlactone 

Downstream Products

• 51769-68-7 2,2,2-trifluoro-1-[5-(4-methyl-anilino)-2-phenyl-oxazol-4-yl]-ethanone 
• 51769-79-0 2,2,2-trifluoro-N-(2-phenyl-oxazol-5-yl)-N-p-tolyl-acetamide 
• 51254-00-3 4-( N,N-dimethylaminomethylene)-2-phenyl-2-oxazolin-5-one 

Relevant articles and documents

Ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) as coupling reagent for racemization-free esterification, thioesterification, amidation and peptide synthesis

Here we report the synthesis and utility of ethyl 2-(tert- butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) as an efficient coupling reagent for racemization-free esterification, thioesterification, amidation reactions and peptide synthesis that uses equimolar amounts of acids and alcohols, thiols, amines or amino acids, respectively. Its application to solid phase as well as solution phase peptide synthesis is also demonstrated and a mechanistic investigation is discussed. Boc-Oxyma is similar to the well known coupling agent COMU {1-[1-cyano-2-ethoxy-2-oxoethylideneaminooxy)- dimethylaminomorpholino] uronium hexafluorophosphate} in terms of its high reactivity and mechanism of action. However, it is not only much easier to prepare, but also to recover and reuse, thereby generating far less chemical waste.

Base catalysed methanolysis of 4-anilinomethylene-2-phenyl-2-oxazolin-5-one: Unexpected formation of N-benzoylaminoacetanilide

The reaction of 4-anilinomethylene-2-phenyl-2-oxazolin-5-one 1 with 3.0 equivalents of sodium methoxide in methanol affords N-benzoylaminoacetanilide 3. Further, methyl 3-anilino-2-benzoylaminopropenoate 2 also affords product 3, when treated with sodium methoxide in methanol at reflux temperature. A plausible mechanism for this conversion has been proposed.

Transformation of N-acylaminoacetanilides and N-benzoylglycine hydrazides into 4-(N,N-dimethylaminomethylene)-2-aryl-2-oxazolin-5-ones using Vilsmeier-Haack reagent and their reactions with nucleophiles

A convenient one-pot synthesis of 4-(N,N-dimethylaminomethylene)-2-aryl-2-oxazolin-5-ones (5a-e) has been reported from the reaction of N-acylaminoacetanilides (3a-1) and N-benzoylglycine hydrazides (4a,b) with Vilsmeier-Haack reagent.Compound 5a undergoe