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Thiophosgene → HCID 57187971, compound

HRID 231959
Notes
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Reaction equation

HRID 231959 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]([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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 10040ThiophosgeneHCID 14798Sodium HydroxideHCID 5284359Calcium ChlorideHCID 11357276Benzenecarbothioic acid, 4-hydroxy-, S-(4-cyanophenyl) ester

Product 1

HCID 57187971HCID 57187971, compound

Reagents, catalysts & solvents 2

HCID 962
Water
Solvent
HCID 6212ChloroformSolvent

Procedure

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.

Workup

  1. stirringstirred for a further 30 minutes
  2. customEvaporation of the filtered solution

Sources & evidence

ORD record
ord-cf2ce84f117c446aa002c3ec293137be
Source dataset
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04849419

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes