68061-82-5

Basic information

• Product Name: methyl 2-(methyl(nitroso)amino)benzoate
• Synonyms: methyl 2-(methyl(nitroso)amino)benzoate
• CAS NO: 68061-82-5
• Molecular Weight: 194.19
• Mol File: 68061-82-5.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-(methyl(nitroso)amino)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(methyl(nitroso)amino)benzoate(68061-82-5)
• EPA Substance Registry System: methyl 2-(methyl(nitroso)amino)benzoate(68061-82-5)

Safety Data

• Hazardous Substances Data: 68061-82-5(Hazardous Substances Data)

Upstream product

• 85-91-6 Methyl N-methylanthranilate 
• 110-46-3 isopentyl nitrite 

Downstream Products

• 85-91-6 Methyl N-methylanthranilate 
• 93-58-3 benzoic acid methyl ester 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 5807-64-7 diphenic acid dimethyl ester 
• 55676-77-2 dimethyl [1,1'-biphenyl]-2,4'-dicarboxylate 
• 32947-58-3 dimethyl (1,1'-biphenyl)-2,3'-dicarboxylate 
• 75541-61-6 2-(benzoyl-methylamino)benzoic acid methyl ester 
• 134-20-3 2-carbomethoxyaniline 
• 7510-49-8 methyl 2-(benzamido)benzoate 
• 41270-80-8 N-formylanthranilic acid methyl ester 

Relevant articles and documents

A novel pathway for the thermolysis of N-nitrosoanthranilates using flash vacuum pyrolysis leading to 7-aminophthalides

Flash vacuum pyrolysis of methyl N-methyl-N-nitrosoanthranilate leads to elimination of nitric oxide and disproportionation of the formed N-radical to 7-(methylamino)phthalide and methyl N-methylanthranilate. This transformation was found to be a convenient, solvent-free method for the preparation of 7-(methylamino)phthalides. An alternative route through pyrolysis of N-benzyl-N-methyl anthranilates was also investigated. This journal is

Rhodium(iii)-catalyzed indole synthesis at room temperature using the transient oxidizing directing group strategy

Rh-catalyzed reactions of N-alkyl anilines with internal alkynes at room temperature have been developed using an in situ generated N-nitroso group as a transient oxidizing directing group. Due to mild reaction conditions, this method enabled synthesis of a broad range of N-alkyl indoles, including even two indole-based medicinal compounds. Our work disclosed the feasibility of the transient oxidizing directing group strategy in C-H functionalization reactions, which possesses the potential to enhance overall step-economy and impart new reactivity patterns to substrates.

Rhodium-catalyzed oxidative C-H/C-H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions

The development of transition metal-catalyzed oxidative C-H/C-H cross-coupling between two (hetero)arenes to forge aryl-heteroaryl motifs under mild conditions is an appealing yet challenging task. Herein, we disclose a rhodium-catalyzed oxidative C-H/C-H cross-coupling reaction of an N-nitrosoaniline with a heteroarene under mild conditions. The judicious choice of the N-nitroso group as a directing group enables heightened reactivity. The coupled products could be transformed expediently to (2-aminophenyl)heteroaryl skeletons.