148518-77-8

Basic information

• Product Name: N-(methoxycarbonylethyl)-N-(4-methoxyphenyl)-α-carbomethoxy-α-diazoacetamide
• Synonyms: N-(methoxycarbonylethyl)-N-(4-methoxyphenyl)-α-carbomethoxy-α-diazoacetamide
• CAS NO: 148518-77-8
• Molecular Weight: 335.316
• Mol File: 148518-77-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(methoxycarbonylethyl)-N-(4-methoxyphenyl)-α-carbomethoxy-α-diazoacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(methoxycarbonylethyl)-N-(4-methoxyphenyl)-α-carbomethoxy-α-diazoacetamide(148518-77-8)
• EPA Substance Registry System: N-(methoxycarbonylethyl)-N-(4-methoxyphenyl)-α-carbomethoxy-α-diazoacetamide(148518-77-8)

Safety Data

• Hazardous Substances Data: 148518-77-8(Hazardous Substances Data)

Upstream product

• 42313-52-0 methyl 3-(4-methoxyphenylamino)propanoate 
• 155257-32-2 N-(methoxycarbonylethyl)-N-(4-methoxyphenyl)-α-carbomethoxyacetamide 

Relevant articles and documents

The Nafion-H Catalysed Cyclization of α-Carbomethoxy-α-Diazoacetanilides. Synthesis of 3-Unsubstituted-2-Indolinones.

Diazoanilides of type 4 were found to undergo Nafion-H catalysed cyclization onto the aromatic ring and concomitant decarboxylation, under optimal conditions, to give 3-unsubstituted 2-indolinones 5 in moderate yields.Diazoanilides that possess electron-donating substituents in the aromatic moiety gave higher yields of 5 and, in one case, the presence of an electron-withdrawing group in the aromatic moiety did not impede the cyclization.In the case of the diazoanilides that possess a N-butenyl group, preferential 1,3-dipolar cycloaddition of the diazo unit onto the butenyl double bond occurred to give an unstable 1-pyrazoline which was converted, by loss of nitrogen accompanied by hydrogen migration, to dihydro-2-pyridinone derivatives.It was also found that substituents ortho to the amido group and/or the site of cyclization sterically retarded the cyclization.