23099-05-0

Basic information

• Product Name: 3-METHYLBENZANILIDE
• Synonyms: AKOS 244-41;3-METHYLBENZANILIDE;3-TOLUANILIDE;M-METHYLBENZANILIDE;M-TOLUANILIDE;3-Methyl-N-phenylbenzaMide, 97%;3-Methylbenzanilide(WX619011)
• CAS NO: 23099-05-0
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.26
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 23099-05-0.mol
• Article Data: 54

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-METHYLBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLBENZANILIDE(23099-05-0)
• EPA Substance Registry System: 3-METHYLBENZANILIDE(23099-05-0)

Safety Data

• Hazardous Substances Data: 23099-05-0(Hazardous Substances Data)

Upstream product

• 694-59-7 pyridine N-oxide 
• 87281-94-5 3-methyl-N-phenyl-benzimidoyl chloride 
• 587-03-1 3-methylbenzyl alcohol 
• 622-37-7 Phenyl azide 
• 5378-52-9 phenyl-1H-tetrazole 
• 620-23-5 m-tolyl aldehyde 
• 105417-02-5 4-methyl-N′-(phenyl(m-tolyl)methylene)benzenesulfonohydrazide 
• 109257-45-6 2-(2-propinyl)-4-pentinoic acid anilide 
• 62-53-3 aniline 
• 1711-06-4 3-Methylbenzoyl chloride 
• 109596-37-4 2-amino-3-methyl-benzoic acid-(N-methyl-anilide); hydrochloride 
• 2998-93-8 3-methyl-benzophenone-seqcis-oxime 
• 313549-89-2 (1H-benzo-[d][1,2,3]triazol-1-yl)(m-tolyl)methanone 
• 98-95-3 nitrobenzene 

Downstream Products

• 1207356-67-9 C₂₀H₂₇NOSi 
• 3335-31-7 3-methyl-N-phenylbenzothioamide 
• 1211-32-1 2-(m-tolyl)benzo[d]thiazole 
• 587-03-1 3-methylbenzyl alcohol 
• 62-53-3 aniline 
• 73230-98-5 3-methyl-N- (4-nitrophenyl)benzamide 
• 1453167-76-4 methyl 2-(3-methyl-N-phenylbenzamido)benzoate 
• 1256360-85-6 C₂₄H₂₁NO₃ 
• 1253388-60-1 C₂₈H₂₁NO 
• 1253388-61-2 C₂₂H₂₅NO 
• 1129275-31-5 (2-phenylaminophenyl)-m-tolylmethanone 
• 306325-32-6 C₂₁H₁₇NO₂ 
• 210967-20-7 (4-aminophenyl)(3-methylphenyl)methanone 
• 134312-89-3 5-Methyl-2-phenyl-benzo[d]isoselenazol-3-one 

Relevant articles and documents

Anilinolysis of picryl benzoate derivatives in methanol: Reactivity, regioselectivity, kinetics, and mechanism

The reaction of picryl benzoate derivatives 1a-g with aniline in methanol proceeds through CO-O and Ar-O bond cleavage pathways. Furthermore, the reactivity of these esters toward anilinolysis is correlated to the energy gap between highest occupied molecular orbital aniline and lowest unoccupied molecular orbital of each ester. The regioselectivity of acyl-oxygen versus aryl-oxygen cleavage is also discussed. The overall rate constants k tot split into kCO-O (the rate constant of acyl-oxygen cleavage) and kAr-O (rate constant of aryl-oxygen cleavage). The CO-O bond cleavage advances through a stepwise mechanism in which the formation of the tetrahedral intermediate is the rate-determining step. The Ar-O bond cleavage continues through a SNAr mechanism in which the departure of the leaving group from the Meisenheimer complex occurs rapidly after its formation in the rate-determining step.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.