Reaktion #1339431

ord-5988f0e3c6094f8a9e3c90e6860c6df5

Reaktionsgleichung

COC(=O)CC(=O)C=Cc1cccc([N+](=O)[O-])c1
3-nitrobenzylidene-acetoacetic acid methyl ester
CC(N)=CC(=O)CS(=O)(=O)N(C)C
4-amino-N,N-dimethyl-2-oxo-3-pentenesulfonamide
CC(C)O
isopropanol
CN(C)C=O
dimethylformamide
→
COC(=O)C1=C(C)NC(C)=C(C(=O)CS(=O)(=O)N(C)C)C1c1cccc([N+](=O)[O-])c1
1,4-dihydro-2,6-dimethyl-5-[(dimethylsulfamoyl)acetyl]-4-(3-nitrophenyl)nicotinic acid methyl ester

Edukte

COC(=O)CC(=O)C=Cc1cccc([N+](=O)[O-])c1
3-nitrobenzylidene-acetoacetic acid methyl ester
CC(N)=CC(=O)CS(=O)(=O)N(C)C
4-amino-N,N-dimethyl-2-oxo-3-pentenesulfonamide
CC(C)O
isopropanol
CN(C)C=O
dimethylformamide

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

After boiling 2.5 g of 3-nitrobenzylidene-acetoacetic acid methyl ester and 2.06 g of 4-amino-N,N-dimethyl-2-oxo-3-pentenesulfonamide is a mixture of 10 ml of isopropanol and 5 ml of dimethylformamide for 6 hours there were obtained 2.3 g of 1,4-dihydro-2,6-dimethyl-5-[(dimethylsulfamoyl)acetyl]-4-(3-nitrophenyl)nicotinic acid methyl ester of melting point 154°-157° (yellow crystalline powder from ethanol).

Quelle

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