169330-08-9

Basic information

• Product Name: N-isobutyryl-N-methyl-o-nitroaniline
• Synonyms: N-isobutyryl-N-methyl-o-nitroaniline
• CAS NO: 169330-08-9
• Molecular Weight: 222.244
• Mol File: 169330-08-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-isobutyryl-N-methyl-o-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-isobutyryl-N-methyl-o-nitroaniline(169330-08-9)
• EPA Substance Registry System: N-isobutyryl-N-methyl-o-nitroaniline(169330-08-9)

Safety Data

• Hazardous Substances Data: 169330-08-9(Hazardous Substances Data)

Upstream product

• 612-28-2 2-nitro-N-methylaniline 
• 79-30-1 isobutyryl chloride 

Downstream Products

• 169330-09-0 N-(o-aminophenyl)-N-methylisobutyramide 

Relevant articles and documents

Synthesis of benzimidazoles by phosphine-mediated reductive cyclisation of ortho-nitro-anilides

Heating ortho-nitro-anilides 1-3 and 2-methyl-N-(3-nitropyridin-2-yl) propanamide (5) with 4 equiv. of a phosphine led to the 2-substituted benzimidazoles 6-8 and to the imidazo[4,5-b]pyridine 10, respectively, in yields between 45 and 85%. Heating 1 with (EtO)3P effected cyclisation and N-ethylation, leading to the 1-ethylbenzimidazole 6b. The slow cyclisation of the N-pivaloylnitroaniline 2b allowed isolation of the intermediate phosphine imide 11 that slowly transformed into the 1H-benzimidazole 7b. The structure of 11 was established by crystal-structure analysis. While the N-methylated ortho-nitroacetanilide 3 cyclised to the 1,2-dimethyl-1H-benzimidazole (8), the 2-methylpropananilide 4 was transformed into 1-methyl-3-(1-methylethyl)-2H- benzimidazol-2-one (9).