Nitric Acid → HCID 21408184, compound

HRID 1283806Notes

Reaction equation

HRID 1283806 reaction equation
[OH:1][CH:2]1[CH2:11][CH:10]([CH3:12])[N:9]2[C:4]3[C:5](=[CH:17][CH:18]=[CH:19][C:3]1=3)[C:6](=[O:16])[C:7]([C:13]([OH:15])=[O:14])=[CH:8]2.S(=O)(=O)(O)O.[N+:25]([O-])([OH:27])=[O:26].[OH-].[NH4+]>>[OH:1][CH:2]1[CH2:11][CH:10]([CH3:12])[N:9]2[C:4]3[C:5](=[C:17]([N+:25]([O-:27])=[O:26])[CH:18]=[CH:19][C:3]1=3)[C:6](=[O:16])[C:7]([C:13]([OH:15])=[O:14])=[CH:8]2

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 14923Ammonium HydroxideHCID 21408188HCID 21408188, compound

Product 1

HCID 21408184HCID 21408184, compound

Procedure

A solution of 0.1 mole of 6,7-dihydro-7-hydroxy-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid in 150 ml. of concentrated sulfuric acid is treated with a mixture of 150 ml. of concentrated sulfuric acid and 10 ml. of nitric acid while keeping the temperature below 30°C. The solution is stirred for about 24 hours, poured over ice and partially neutralized to a pH of 2 with ammonium hydroxide. The product, 6,7-dihydro-7-hydroxy-5-methyl-10-nitro-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid is isolated by filtration.

Workup

  1. customthe temperature below 30°C
  2. additionpoured over ice

Sources & evidence

ORD record
ord-acfa6d7724dc44dcaceb70f769a671fe
Source dataset
uspto-grants-1976_08
Patent number
US03976651

Reaction notes

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