[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]([C:17]#[N: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]([C:17]#[N:18])=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=1)=[S:22]
A solution of 566 mg of sodium hydroxide in 5 ml of water was added dropwise with vigorous stirring to a solution of 3.00 g of S-(4-cyanophenyl) 4-(hydroxy)thiobenzoate and 1.35 ml of thiophosgene in 60 ml of chloroform. Stirring was continued for 2 hours when the filtered solution was treated with calcium chloride and stirred for a further 30 minutes. Evaporation of the filtered solution gave 3.66 g of the title compound.
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