Hexachloroacetone → N-alpha-naphthoyl-N'-trichloroacetylhydrazine

HRID 1278089Notes

Reaction equation

HRID 1278089 reaction equation
[Cl:1][C:2]([Cl:10])([Cl:9])[C:3](C(Cl)(Cl)Cl)=[O:4].[C:11]1([C:21]([NH:23][NH2:24])=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1>C(#N)C>[C:11]1([C:21]([NH:23][NH:24][C:3](=[O:4])[C:2]([Cl:10])([Cl:9])[Cl:1])=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 8303HexachloroacetoneHCID 726891-Naphthohydrazide

Product 1

HCID 23452724N-alpha-naphthoyl-N'-trichloroacetylhydrazineYield 88.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of 100 ml of acetonitrile and 14.6 g (0.055 mol) of hexachloroacetone was added 9.3 g of α-naphthoic acid hydrazide thus obtained and the resultant mixture was refluxed with stirring for 4 hours. The precipitates formed were recovered by filtration to provide 14.6 g (yield 88%) of N-α-naphthoyl-N'-trichloroacetylhydrazine.

Workup

  1. customthus obtained
  2. customThe precipitates formed
  3. filtrationwere recovered by filtration

Sources & evidence

ORD record
ord-dfbeb1db28c1493cb7631e9785c63ea6
Source dataset
uspto-grants-1981_07
Patent number
US04279982

Reaction notes

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