p-Aminoacetophenone → 4-(4-Acetylphenyl)amino-3-nitropyridine hydrochloride

HRID 1655247Notes

Reaction equation

HRID 1655247 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[N+:9]([O-:11])=[O:10].[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:21])[CH3:20])=[CH:15][CH:14]=1>C(O)C>[ClH:2].[C:19]([C:16]1[CH:17]=[CH:18][C:13]([NH:12][C:3]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N+:9]([O-:11])=[O:10])=[CH:14][CH:15]=1)(=[O:21])[CH3:20]

Participants

4

Reactant 2

HCID 7468p-AminoacetophenoneHCID 122442064-Chloro-3-nitropyridine hydrochloride

Product 1

HCID 197912824-(4-Acetylphenyl)amino-3-nitropyridine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 4-chloro-3-nitropyridine hydrochloride (9.75 g, 50 mmol) in ethanol (40 ml) was added to a slurry of p-aminoacetophenone (6.76 g, 50 ml) in ethanol (25 ml), and the mixture was stirred at room temperature overnight. The mixture was chilled in ice, and the yellow solid filtered off and dried in vacuo. Yield 10.1 g (69%), m.p. 197°-200° C.

Workup

  1. temperatureThe mixture was chilled in ice
  2. filtrationthe yellow solid filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-0a43e6125dc547429637470f63fecdf9
Source dataset
uspto-grants-1993_10
Patent number
US05250531

Reaction notes

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