2-Hydroxybenzonitrile → O-2-cyanophenyl dimethylthiocarbamate

HRID 2372967

Reaction equation

[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:10][N:11]([CH3:15])[C:12](Cl)=[S:13].[OH-].[K+]>>[CH3:10][N:11]([CH3:15])[C:12](=[S:13])[O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

Reactant 3

HCID 119072-Hydroxybenzonitrile

HCID 14797Potassium Hydroxide

HCID 27871Dimethylthiocarbamoyl chloride

Product 1

HCID 14795403O-2-cyanophenyl dimethylthiocarbamateYield 94%

Procedure

If the procedure described in Preparation XVI is followed starting from 15 g (126.10-3 mol) of 2-hydroxybenzonitrile, 17.9 g (145.10-3 mol) of dimethylthiocarbamoyl chloride and 7.4 g (126.10-3 mol) of potassium hydroxide, 24.1 g (yield: 94%) of the expected product are obtained.

Sources & evidence

ORD record: ord-62a3c0ac533743b5b3990520ae9c3fb3
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05101048

Linked notes

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