Dimethylformamide → HCID 178422583, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.4 g (5 mmole) of 8-cyano-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, 0.75 g (11 mmole) of sodium azide, 0.6 g (11 mmole) of ammonium chloride and 50 ml of N,N-dimethylformamide was heated at 120° C. for three days in a sealed vessel followed by decantation into 100 ml of water. To this mixture was added 2 ml of glacial acetic acid, and the mixture was cooled. The solid was separated by filtration and recrystallized from aqueous N,N-dimethylformamide to provide white needles of 6,7-dihydro-5-methyl-1-oxo-8-(5-tetrazolyl)-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. 270° C. (dec.). Analysis: Calculated for C15H13N5O3 : %C, 57.9; %H, 4.2; %N, 22.5; Found: %C 57.8; %H, 4.0; %N, 22.7. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Provenance & Evidence