Thiophosgene → HCID 57168133, compound

HRID 231958Notes

Reaction equation

HRID 231958 reaction equation
[OH-].[Na+].[OH:3][C:4]1[CH:20]=[CH:19][C:7]([C:8]([S:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1.[C:21](Cl)([Cl:23])=[S:22].[Cl-].[Ca+2].[Cl-]>O.C(Cl)(Cl)Cl>[Cl:23][C:21]([O:3][C:4]1[CH:20]=[CH:19][C:7]([C:8]([S:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1)=[S:22]

Participants

7

Reactant 4

HCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 5284359Calcium ChlorideHCID 22754523S-(4-Methoxyphenyl) 4-hydroxybenzene-1-carbothioate

Product 1

HCID 57168133HCID 57168133, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

A solution of sodium hydroxide (1.01 g) in 2 ml of water was added to a cool (10° C. or below) solution of 5.50 g of S-(4-methoxyphenyl) 4-(hydroxy)thiobenzoate and 2.42 ml of thiophosgene in 75 ml of chloroform. Vigorous stirring was continued for 2 hours at room temperature and the filtered solution treated with calcium chloride for a further 30 minutes. Evaporation of the filtered solution and chromatography of the residue on silica gel using hexane/ethyl acetate mixtures as eluant gave 2.75 g of the title compound.

Workup

  1. customEvaporation of the filtered solution and chromatography of the residue on silica gel

Sources & evidence

ORD record
ord-ae96f85be32f48fdaf6138ade4054b11
Source dataset
uspto-grants-1989_07
Patent number
US04849419

Reaction notes

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