Chloroform → HCID 21543947, compound

HRID 1606610Notes

Reaction equation

HRID 1606610 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8](C)=[CH:7][C:3]=1[C:4]([Cl:6])=[S:5].ClCl.[CH:15]([Cl:18])([Cl:17])[Cl:16]>>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([C:15]([Cl:18])([Cl:17])[Cl:16])=[CH:7][C:3]=1[C:4]([Cl:6])=[S:5]

Participants

4

Reactant 3

HCID 6212ChloroformHCID 24526ChlorineHCID 21543999HCID 21543999, compound

Product 1

HCID 21543947HCID 21543947, compound

Conditions

Temperature
25 °C

Procedure

A solution of 2,4-dichloro-5-methylthiobenzoyl chloride (25 g.; 0.097 mole) in chloroform (1.30 ml.) is cooled in ice water to 20° C. and irradiated with a 200 watt bulb while a slow stream of chlorine is bubbled into the reaction mixture for four hours. The reaction mixture is stirred at 25° C. for 18 hours; then the solvent is removed by distillation at reduced pressure. The 2,4-dichloro-5-trichloromethylthiobenzoyl chloride which remains (14.0 g.; 40%) melts at 79°-81° C. after recrystallization from hexane.

Workup

  1. customis bubbled into the reaction mixture for four hours
  2. customthen the solvent is removed by distillation at reduced pressure
  3. customafter recrystallization from hexane

Sources & evidence

ORD record
ord-762fc699bbab4713a4c70cc53b9f3229
Source dataset
uspto-grants-1976_04
Patent number
US03953476

Reaction notes

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