69374-78-3

Basic information

• Product Name: Benzeneacetamide, 4-methyl--alpha--oxo-
• Synonyms: Benzeneacetamide, 4-methyl--alpha--oxo-
• CAS NO: 69374-78-3
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 0
• Mol File: 69374-78-3.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzeneacetamide, 4-methyl--alpha--oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetamide, 4-methyl--alpha--oxo-(69374-78-3)
• EPA Substance Registry System: Benzeneacetamide, 4-methyl--alpha--oxo-(69374-78-3)

Safety Data

• Hazardous Substances Data: 69374-78-3(Hazardous Substances Data)

Upstream product

• 17263-64-8 2-diazo-1-(4-methylphenyl)ethanone 
• 2947-61-7 (4-methylphenyl)acetonitrile 
• 37852-42-9 ethyl 2-p-tolylacetimidate hydrochloride 
• 14271-73-9 4-methylbenzoyl cyanide 
• 122-00-9 para-methylacetophenone 
• 105457-91-8 2-oxo-2-(p-tolyl)acetyl chloride 
• 5524-56-1 ethyl 2-p-tolyl-2-oxoacetate 
• 7163-50-0 (4-methylphenyl)(oxo)acetic acid 

Downstream Products

• 18584-26-4 2-hydroxy-2-p-tolylacetamide 
• 677743-35-0 (R)-2-hydroxy-2-p-tolylacetamide 

Relevant articles and documents

Oxidative Coupling of Diazo and NH4I: A Route to Primary Oxamates and α-Ketoamides

A simple and efficient method has been developed for the preparation of primary oxamates and α-ketoamides through the oxidative coupling of diazo compounds and NH4I. Under the optimized reaction conditions, a range of diazoesters and α-diazoketones was explored, and the corresponding products were obtained in moderate to good yields. This protocol is metal-free, is performed under mild conditions, has a wide substrate scope, and offers operational simplicity.

UV Assisted High-Efficient Synthesis of α-Ketoamides using Air Promoted by A Non-Metal Catalyst in Aqueous Solution

Presented here is the first example of UV (λ=210 nm) promoted procedure proceeding in aqueous media at room temperature using ambient air as the oxidant for efficient synthesis of an array of α-ketoamides of all types using a non-metal catalyst N-iodosuccinimide with a loading of 20 mol%. With UV, oxygen in the air was efficiently utilized as the green oxidant, some control experiments were carried out and a plausible mechanism was proposed, disclosing that in aqueous solution, the oxidation process was actually triggered by dioxygen radical anion (O2.?), while not molecular oxygen. A variety of secondary amines and primary amines as well as ammonia were employed as the amine moieties, and the desired product primary-, secondary-, and tertiary α-ketoamides were afforded in good to excellent yields of up to 96 %.

Copper(II)-Mediated Aerobic Oxidation of Benzylimidates: Synthesis of Primary α-Ketoamides

A simple and straightforward method for the synthesis of primary α-ketoamides has been discovered. The reaction represents the first example of benzylimidates directly converting to primary α-ketoamides by using sustainable molecular oxygen as an oxidant. This reaction proceeds in the presence of copper(II) salt via cleavage of benzylic C-H and C-O bonds of the benzylimidates with liberation of alcohols as the only byproduct. A wide substrate scope, operationally mild conditions, the use of single substrates, and a reaction scaled up to grams make this strategy very attractive and practical. Furthermore, mechanistic studies illustrate that the imidate group adjacent to the benzylic position plays crucial role in facilitating this chemical process.