2-Hydroxybenzonitrile → O-2-cyanophenyl dimethylthiocarbamate

HRID 6004

Reaction equation

HRID 6004 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

4

Reactant 3

HCID 119072-HydroxybenzonitrileHCID 14797Potassium HydroxideHCID 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-0e3bf4991a3f466d9c41ae0105fc4554
Source dataset
uspto-grants-1993_09
Patent number
US05246961

Linked notes

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