Thiophosgene → HCID 86742651, compound

HRID 231957Notes

Reaction equation

HRID 231957 reaction equation
[OH-].[Na+].[OH:3][C:4]1[CH:18]=[CH:17][C:7]([C:8]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1.[C:19](Cl)([Cl:21])=[S:20]>O.C(Cl)(Cl)Cl>[Cl:21][C:19]([O:3][C:4]1[CH:18]=[CH:17][C:7]([C:8]([S:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1)=[S:20]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 12895906HCID 12895906, compound

Product 1

HCID 86742651HCID 86742651, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

A solution of sodium hydroxide (1.55 g in 150 ml of water was added dropwise with vigorous stirring to a solution of 8.8 g of S-phenyl 4-(hydroxy)thiobenzoate and 3.70 ml of thiophosgene in 250 ml of chloroform, the temperature being kept below 10° C. The mixture was stirred at room temperature for 2 hours and the organic layer separated. The organic layer was washed successively with water and brine, dried over calcium chloride, and evaporated to dryness in vacuo to give 11.57 g of the title compound.

Workup

  1. custombeing kept below 10° C
  2. customthe organic layer separated
  3. washThe organic layer was washed successively with water and brine
  4. dry with materialdried over calcium chloride
  5. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-1bb1b306a9bb4397b9bae263bd5236e1
Source dataset
uspto-grants-1989_07
Patent number
US04849419

Reaction notes

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