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

HRID 6352

Reaction equation

HRID 6352 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-54ee79e104304afe86e6fd203bcf0aac
Source dataset
uspto-grants-1993_09
Patent number
US05248681

Linked notes

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