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

HRID 741607Notes

Reaction equation

HRID 741607 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-bde75d7a8bb849668eebfc6c366d9fc3
Source dataset
uspto-grants-1996_09
Patent number
US05552409

Reaction notes

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