Acetophenone → Acetophenone 4-nitrophenylhydrazone

HRID 2248546

Reaction equation

HRID 2248546 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH2:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=O)[CH3:13]>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][N:11]=[C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH3:13])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 7410AcetophenoneHCID 3310889(4-Nitrophenyl)hydrazine

Product 1

HCID 4416602Acetophenone 4-nitrophenylhydrazone

Procedure

10.2 g of acetophenone -p-nitrophenylhydrazone (melting point: 186.5-188.0° C.) obtained by equimolar reaction of p-nitrophenylhydrazine and acetophenone was subjected to Vilsmeir reaction with phosphorus oxychloride and dimethylformamide to obtain 11.8 g of 1-(p-nitrophenyl)-3-phenylpyrazole-4-carboxyaldehyde (melting point: 208.5-211.0° C.) having the following structural formula. ##STR300##

Sources & evidence

ORD record
ord-3096708e6e724d55a870065fef412076
Source dataset
uspto-grants-1991_08
Patent number
US05041349

Linked notes

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