Chloroform → HCID 54428439, compound

HRID 1390164Notes

Reaction equation

HRID 1390164 reaction equation
Cl[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.[C:10](Cl)(Cl)=[S:11].[CH:14]([Cl:17])(Cl)Cl>>[Cl:17][C:14]1[CH:7]=[CH:8][C:2]([C:3]2[C:4]([F:9])=[C:5]([N:6]=[C:10]=[S:11])[CH:7]=[CH:8][CH:2]=2)=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 6212ChloroformHCID 10040ThiophosgeneHCID 938984-Chloro-2-fluoroaniline

Product 1

HCID 54428439HCID 54428439, compound

Procedure

To a mixture of 75 parts of chloroform and 100 parts of ice and 15 parts of 4-chloro-2-fluoroaniline, 14.2 parts of thiophosgene were added dropwise over 15 min. After allowing the warm to room temperature and stirring overnight, the phases were separated. The aqueous phase was extracted with 50 parts of chloroform. The organic phases were combined, dried with anhydrous sodium sulfate and evaporated at 300 mm.Hg and 25° to yield 21.3 parts of 4-chlorophenyl-2-fluorophenyl isothiocyanate as a yellow oil with a nD25 of 1.6343.

Workup

  1. additionwere added dropwise over 15 min
  2. customthe phases were separated
  3. extractionThe aqueous phase was extracted with 50 parts of chloroform
  4. dry with materialdried with anhydrous sodium sulfate
  5. customevaporated at 300 mm.Hg and 25°

Sources & evidence

ORD record
ord-3eff702e7bf34709a2d22fb4fbd4c8f0
Source dataset
uspto-grants-1979_02
Patent number
US04138242

Reaction notes

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