Water → 4-Chloro-thiobenzoic acid thiocyanomethyl ester

HRID 2049669Notes

Reaction equation

HRID 2049669 reaction equation
Cl[CH2:2][S:3][C:4]#[N:5].[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[S:12])=[CH:9][CH:8]=1.O>CO>[S:3]([CH2:2][O:13][C:11](=[S:12])[C:10]1[CH:14]=[CH:15][C:7]([Cl:6])=[CH:8][CH:9]=1)[C:4]#[N:5]

Participants

5

Reactant 3

HCID 962WaterHCID 76755Thiocyanic acid, chloromethyl esterHCID 178526137HCID 178526137, compound

Product 1

HCID 539598794-Chloro-thiobenzoic acid thiocyanomethyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

16 g (0.15 mol) of chloromethyl thiocyanate were added dropwise to 31.5 g (0.15 mol) of the K salt of 4-chlorothiobenzoic acid in 200 ml of methanol at 0°-10° and the mixture was then first warmed to room temperature and then to 50°-60°, until the reaction had taken place. The cooled mixture was poured onto 1 liter of cold water, whilst stirring vigorously, and the precipitate was filtered off and dried. Light pink-coloured crystals.

Workup

  1. customto 50°-60°
  2. filtrationthe precipitate was filtered off
  3. customdried

Sources & evidence

ORD record
ord-66470047dffa47e38302430f3bf61f84
Source dataset
uspto-grants-1980_04
Patent number
US04198428

Reaction notes

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