Chloroacetyl chloride → 4-chloro-N'-(2-chloroacetyl)benzohydrazide

HRID 1780751Notes

Reaction equation

HRID 1780751 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=[O:7])=[CH:4][CH:3]=1.[Cl:12][CH2:13][C:14](Cl)=[O:15]>O1CCOCC1>[Cl:12][CH2:13][C:14]([NH:9][NH:8][C:6](=[O:7])[C:5]1[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:15]

Participants

4

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 108164-Chlorobenzohydrazide

Product 1

HCID 5212924-chloro-N'-(2-chloroacetyl)benzohydrazide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of p-chlorobenzoic hydrazide (11.2 g) in dioxane (100 ml) was added chloroacetyl chloride (6 ml). The resulting mixture was refluxed for three hours, cooled to room temperature and filtered. The resulting solid was washed with ethyl ether and dried to yield N'-chloroacetyl-4-chlorobenzoic hydrazide as white solid.

Workup

  1. temperatureThe resulting mixture was refluxed for three hours
  2. filtrationfiltered
  3. washThe resulting solid was washed with ethyl ether
  4. customdried

Sources & evidence

ORD record
ord-5442dbabfdcc4f37acb95e22ccc1ca96
Source dataset
uspto-grants-1997_05
Patent number
US05631254

Reaction notes

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