Water → N'-(2,2-dimethylpropanoyl)-3-methyl-4-nitrobenzhydrazide

HRID 2121835Notes

Reaction equation

HRID 2121835 reaction equation
O.[CH3:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:6]([NH:8][NH2:9])=[O:7].C(N(CC)CC)C.[CH3:23][C:24]([CH3:29])([CH3:28])[C:25](Cl)=[O:26]>ClCCl>[CH3:23][C:24]([CH3:29])([CH3:28])[C:25]([NH:9][NH:8][C:6](=[O:7])[C:5]1[CH:10]=[CH:11][C:12]([N+:13]([O-:15])=[O:14])=[C:3]([CH3:2])[CH:4]=1)=[O:26]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 33085713-Methyl-4-nitrobenzhydrazide

Product 1

HCID 23434365N'-(2,2-dimethylpropanoyl)-3-methyl-4-nitrobenzhydrazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Water is added to a mixture consisting of 3-methyl-4-nitrobenzhydrazide (3.9 g), triethylamine (3 ml) and 2,2-dimethylpropanoyl chloride (2.6 ml) in dichloromethane (120 ml) stirred for 2 h. After drying, evaporation and trituration of the organic phase in petroleum ether, N′-(2,2-dimethylpropanoyl)-3-methyl-4-nitrobenzhydrazide is obtained in the form of a precipitate.

Workup

  1. customAfter drying
  2. customevaporation and trituration of the organic phase in petroleum ether

Sources & evidence

ORD record
ord-00d7cff5a7d34ef8988a0edf1199532f
Source dataset
uspto-grants-2004_02
Patent number
US06696487B2

Reaction notes

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