Ammonium Hydroxide → HCID 19087676, compound

HRID 1464282Notes

Reaction equation

HRID 1464282 reaction equation
Br.[C:2]1([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:23]4[CH:24]=[CH:25][CH:26]=[C:27]([N+:28]([O-:30])=[O:29])[C:22]=4[C:21](=O)[O:20]C3=O)[CH2:12][CH:13]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[NH4+:34]>CN(C)C=O>[C:2]1([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:23]3[CH:24]=[CH:25][CH:26]=[C:27]([N+:28]([O-:30])=[O:29])[C:22]=3[C:21]([NH2:34])=[O:20])[CH2:12][CH:13]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 19087651HCID 19087651, compound

Product 1

HCID 19087676HCID 19087676, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 1-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butyl]-5-nitro-1,2-dihydro-4H-3,1-benzoxazine-2,4-dione hydrobromide (410 mg) in dimethylformamide (4 ml) was added 28% ammonium hydroxide (1 ml) on an ice-bath, and the mixture was stirred for 1 hour at room temperature. The mixture was poured into ice-water, extracted with ethyl acetate, and the extracts were washed with water and brine. After dryness with magnesium sulfate and evaporation of the solvent, 2-[4-(4-phenyl-1,2,3,6-tetrahydropyridin-1-yl)butylamino]-6nitrobenzamide was obtained as an amorphous (300 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. washthe extracts were washed with water and brine
  3. customAfter dryness with magnesium sulfate and evaporation of the solvent

Sources & evidence

ORD record
ord-37763f72d9c549d39c5f1af3e85daf4c
Source dataset
uspto-grants-1994_04
Patent number
US05304560

Reaction notes

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