Chloroform → 4-chloro-N-hydroxybenzene-1-carbonimidoyl chloride
Reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH:6]=[N:7][OH:8])=[CH:4][CH:3]=1.C(Cl)(Cl)[Cl:12]>>[Cl:12][C:6](=[N:7][OH:8])[C:5]1[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=1Participants
3
Procedure
31 g (0.2 mol) of 4-chlorobenzaldoxime was suspended in 200 g of chloroform and chlorine gas was bubbled through the suspension while maintaining the reaction mixture at a temperature of from 5° to 10° C. 3-Chlorobenzaldoxime went into solution while showing a green color upon reaction with chlorine to give a reaction mixture having a deep green color. The reaction mixture turned pale yellowish-brown upon standing; chloroform was then removed from the reaction mixture by distillation under reduced pressure to give 36 g of pale yellowish-brown crystals having a melting point of 75°-80° C. Yield, about 95%.
Workup
- customchlorine gas was bubbled through the suspension
- temperaturewhile maintaining the reaction mixture at a temperature of from 5° to 10° C
- customupon reaction with chlorine
- customto give a reaction mixture
- customchloroform was then removed from the reaction mixture by distillation under reduced pressure
Sources & evidence
- ORD record
- ord-4139ae4ea5554eedb389eefc8f100686
- Source dataset
- uspto-grants-1977_04
- Patent number
- US04018645
Reaction notes
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