Potassium Hydroxide → HCID 13094348, compound

HRID 918166Notes

Reaction equation

HRID 918166 reaction equation
[CH3:1][CH:2]1[N:11]2[C:6]3[C:7](=[C:16]([N+:19]([O-])=O)[CH:17]=[CH:18][C:5]=3[CH2:4][CH2:3]1)[C:8](=[O:15])[C:9]([C:12]([OH:14])=[O:13])=[CH:10]2.[OH-].[K+].[H][H]>[Ni]>[NH2:19][C:16]1[CH:17]=[CH:18][C:5]2[CH2:4][CH2:3][CH:2]([CH3:1])[N:11]3[C:6]=2[C:7]=1[C:8](=[O:15])[C:9]([C:12]([OH:14])=[O:13])=[CH:10]3

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 13094346HCID 13094346, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13094348HCID 13094348, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

6,7-Dihydro-5-methyl-10-nitro-1-oxo-1H,5H-benzo[ij]-quinolizine-2-carboxylic acid (10 g., 0.0345 mole) is dissolved in 300 ml. of aqueous potassium hydroxide (1.9 g., 0.0345 mole) and hydrogenated on a Parr apparatus using Raney nickel catalyst, initial hydrogen pressure 50 p.s.i. The mixture is filtered, and the filtrate is brought to pH 6 with concentrated hydrochloric acid. The yellow precipitate is separated by filtration, washed with water, dried, then recrystallized from N,N-dimethyl formamide to give 10-amino-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo-[ij]quinolizine-2-carboxylic acid, m.p. 247-249° C.

Workup

  1. filtrationThe mixture is filtered
  2. customThe yellow precipitate is separated by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from N,N-dimethyl formamide

Sources & evidence

ORD record
ord-07f04d91e4154da1b6129eee71c4a3c3
Source dataset
uspto-grants-1976_07
Patent number
US03969463

Reaction notes

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