Nitric Acid → HCID 13345739, compound

HRID 746259Notes

Reaction equation

HRID 746259 reaction equation
[N+:1]([O-:4])(O)=[O:2].[CH3:5][CH:6]1[N:15]2[C:10]3[C:11](=[CH:20][CH:21]=[C:22]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[C:9]=3[CH2:8][CH2:7]1)[C:12](=[O:19])[C:13]([C:16]([OH:18])=[O:17])=[CH:14]2>>[CH3:5][CH:6]1[N:15]2[C:10]3[C:11](=[CH:20][CH:21]=[C:22]([C:23]4[CH:28]=[CH:27][C:26]([N+:1]([O-:4])=[O:2])=[CH:25][CH:24]=4)[C:9]=3[CH2:8][CH2:7]1)[C:12](=[O:19])[C:13]([C:16]([OH:18])=[O:17])=[CH:14]2

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 13345733HCID 13345733, compound

Product 1

HCID 13345739HCID 13345739, compound

Procedure

To a stirred, cold (5° C.) 400 ml portion of 90% nitric acid was added 2.3 g of 6,7-dihydro-5-methyl-1-oxo-8-phenyl-1H,5H-benzo[ij]quinolizine-2-carboxlic acid. The solution was stirred at 5°-10° C. for one hour, then diluted with 1.5 liters of ice-water. The solid was evaporated by filtration and dried to provide 6,7-dihydro-5-methyl-8-(4-nitrophenyl)-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. >300° C. Analysis: Calculated for C20H16N2O5 : %C, 65.9; %H, 4.4; %N, 7.7; Found: %C, 65.3; %H, 4.6; %N, 7.4. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Workup

  1. customThe solid was evaporated by filtration
  2. customdried

Sources & evidence

ORD record
ord-edf520b3791943fb94816e2b2f36a7da
Source dataset
uspto-grants-1986_07
Patent number
US04603199

Reaction notes

Loading…