36268-62-9

Basic information

• Product Name: Benzamide, 4-cyano-N-methyl- (9CI)
• Synonyms: Benzamide, 4-cyano-N-methyl- (9CI)
• CAS NO: 36268-62-9
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.17262
• Product Categories: AMIDE
• Mol File: 36268-62-9.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzamide, 4-cyano-N-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, 4-cyano-N-methyl- (9CI)(36268-62-9)
• EPA Substance Registry System: Benzamide, 4-cyano-N-methyl- (9CI)(36268-62-9)

Safety Data

• Hazardous Substances Data: 36268-62-9(Hazardous Substances Data)

Upstream product

• 6068-72-0 4-cyanobenzoyl chlorIde 
• 74-89-5 methylamine 
• 260430-05-5 (Z)-N-methoxy-4-methylcarbamoylbenzenecarboximidoyl bromide 
• 623-26-7 terephthalonitrile 
• 421-20-5 Methyl fluorosulfonate 
• 1679-64-7 Monomethyl terephthalate 
• 137042-68-3 C₁₀H₁₀BrNO₃ 
• 156874-01-0 N-methoxy-4-carboxybenzenecarboximidoyl bromide 
• 116332-64-0 (4-cyanophenyl)-N-methoxy-N-methylformamide 
• 619-65-8 4-cyanobenzoic Acid 
• 167837-57-2 4-(methylaminocarbonyl)-benzaldehyde 
• 593-51-1 methylamine hydrochloride 
• 34403-48-0 methyl-4-cyanobenzylamine 
• 1443-80-7 4-cyanophenyl methyl ketone 

Downstream Products

• 148459-04-5 4-(N-Hydroxycarbamimidoyl)-N-methyl-benzamide 
• 1418291-85-6 N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide 
• 148459-04-5 4-(N-hydroxycarbamimidoyl)-N-methyl-benzamide 
• 7153-22-2 ethyl 4-cyanobenzoate 
• 1503-49-7 p-cyanobenzophenone 

Relevant articles and documents

Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction

Cu-catalyzed domino decyanation and cyanation reaction of acyl cyanides with amines or alcohols have been developed. The cyano sources were generated in situ via C-CN cleavage yielding the corresponding cyano substituted amides or esters in moderate to excellent yields. This approach features a cheap copper catalyst, domino decyanation and cyanation reaction, readily available starting materials, broad substrate scope, operational simplicity, and the potential for further transformation of the cyano group.

Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions

Conversion of a wide range of N-Boc amides to aryl ketones was achieved with Grignard reagents via chemoselective C(O)-N bond cleavage. The reactions proceeded under catalyst-free conditions with different aryl, alkyl, and alkynyl Grignard reagents. α-Ketoamide was successfully converted to aryl diketones, while α,β-unsaturated amide underwent 1,4-addition followed by C(O)-N bond cleavage to provide diaryl propiophenones. N-Boc amides displayed higher reactivity than Weinreb amides with Grignard reagents. A broad substrate scope, excellent yields, and quick conversion are important features of this methodology.

I2-Catalyzed Oxidative Amidation of Benzylamines and Benzyl Cyanides under Mild Conditions

We report a novel and efficient method for the oxidation of benzylic carbons (amines and cyanides) into corresponding benzamides using a catalytic amount of I2 and TBHP as the green oxidant via the C-H bond cleavage of the benzylic carbon under mild reaction conditions. According to the literature survey, this is the first report for the oxidative amidation of benzylamines and decyanation of benzyl cyanides in one pot under metal-free conditions.