Chloroform → HCID 12848962, compound

HRID 224799Notes

Reaction equation

HRID 224799 reaction equation
[C:1]([Cl:4])([Cl:3])=[S:2].C(Cl)(Cl)Cl.[CH:9]1([SH:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[OH-].[Na+]>O>[Cl:3][CH:1]([S:2][S:15][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)[Cl:4]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 15290Cyclohexanethiol

Product 1

HCID 12848962HCID 12848962, compoundYield 67.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 20.0 g (0.17 mole) of thiophosgene in 100 ml. of chloroform cooled to 0° C. was added dropwise with stirring 20.2 g (0.17 mole) of cyclohexyl mercaptan. To this mixture was added dropwise a solution of 2.5 g of sodium hydroxide in 25 ml. of water at such a rate as to keep the temperature less than 8° C. When the addition was complete, the chloroform layer was separated and dried over calcium chloride. The solvent was evaporated, and the residue was distilled under reduced pressure to give 26.4 g of yellow cyclohexyl dichloromethyl disulfide, b.p. 118°-125° C. (5 Torr.)

Workup

  1. additionwas added dropwise
  2. customthe temperature less than 8° C
  3. additionWhen the addition
  4. customthe chloroform layer was separated
  5. dry with materialdried over calcium chloride
  6. customThe solvent was evaporated
  7. distillationthe residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-f5cc9b62f9804793a663c8fadbbbd49b
Source dataset
uspto-grants-1980_11
Patent number
US04234592

Reaction notes

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