Potassium Hydroxide → HCID 15718528, compound

HRID 1087720Notes

Reaction equation

[OH:1][C:2]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:3]=1[C:4]([C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[CH:8][CH:7]=1)=[O:5].[OH-].[K+].[CH3:24][N:25]([CH3:29])[C:26](Cl)=[S:27]>>[CH3:24][N:25]([CH3:29])[C:26](=[S:27])[O:1][C:2]1[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:20])[F:21])=[CH:14][C:3]=1[C:4](=[O:5])[C:6]1[CH:7]=[CH:8][C:9]([C:10]#[N:11])=[CH:12][CH:13]=1

Participants

Reactant 3

HCID 14797Potassium Hydroxide

HCID 27871Dimethylthiocarbamoyl chloride

HCID 15718537HCID 15718537, compound

Product 1

HCID 15718528HCID 15718528, compoundYield 78.1%

Procedure

Following the procedure described in Preparation IVc and starting from 8 g (0.0274 mol) of 4-(2-hydroxy-5-trifluoromethylbenzoyl)benzonitrile, 1.97 g (0.035 mol) of potassium hydroxide and 4.1 g (0.033 mol) of dimethylthiocarbamoyl chloride, an amount of 8.1 g of the expected product (yield: 77.9%) is obtained after purification by flash chromatography using a hexane/ethyl acetate mixture (5/1 v/v) as the eluent.

Workup

customdescribed in Preparation IVc

Sources & evidence

ORD record: ord-68381ae2a53943b19097be9d8b7099ae
Source dataset: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04960758

Reaction notes

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