Reaktion #1339430

ord-b712a5aa9ead467485ffa3be7f6cfa1c

Reaktionsgleichung

COC(=O)CC(=O)C=Cc1cccc([N+](=O)[O-])c1
3-nitrobenzylideneacetoacetic acid methyl ester
CCNS(=O)(=O)CC(=O)C=CN
N-ethyl-4-amino-2-oxo-3-butenesulfonamide
CC#N
acetonitrile
CC(C)O
isopropanol
→
CCNS(=O)(=O)CC(=O)C1=CNC(C)=C(C(=O)OC)C1c1cccc([N+](=O)[O-])c1
5-[(ethylsulfamoyl)acetyl]-1,4-dihydro-2-methyl-4-(3-nitrophenyl)nicotinic acid methyl ester

Edukte

COC(=O)CC(=O)C=Cc1cccc([N+](=O)[O-])c1
3-nitrobenzylideneacetoacetic acid methyl ester
CCNS(=O)(=O)CC(=O)C=CN
N-ethyl-4-amino-2-oxo-3-butenesulfonamide
CC#N
acetonitrile
CC(C)O
isopropanol

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
dimethylformamide

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

After boiling 2.5 g of 3-nitrobenzylideneacetoacetic acid methyl ester and 1.92 g of N-ethyl-4-amino-2-oxo-3-butenesulfonamide in a mixture of 10 ml of isopropanol and 5 ml of dimethylformamide for 6 hours there were obtained 2.2 g of 5-[(ethylsulfamoyl)acetyl]-1,4-dihydro-2-methyl-4-(3-nitrophenyl)nicotinic acid methyl ester of melting point 185°-187° (yellow crystalline powder from acetonitrile).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04742069uspto-grants-1988_05