2-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one → 1-(3,4-Dihydro-2H-quinolin-1-yl)-2-(5-trifluoromethyl-benzothiazol-2-ylsulfanyl)-ethanone

HRID 1716233Notes

Reaction equation

HRID 1716233 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4].[F:15][C:16]([F:28])([F:27])[C:17]1[CH:18]=[CH:19][C:20]2[S:24][C:23]([SH:25])=[N:22][C:21]=2[CH:26]=1>>[N:5]1([C:3](=[O:4])[CH2:2][S:25][C:23]2[S:24][C:20]3[CH:19]=[CH:18][C:17]([C:16]([F:28])([F:27])[F:15])=[CH:26][C:21]=3[N:22]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 2401372-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-oneHCID 1784190875-(trifluoromethyl)-1,3-benzothiazole-2-thiol

Product 1

HCID 594678971-(3,4-Dihydro-2H-quinolin-1-yl)-2-(5-trifluoromethyl-benzothiazol-2-ylsulfanyl)-ethanoneYield 80%

Procedure

The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 5-(trifluoromethyl)benzo[d]thiazole-2-thiol as the nucleophile to yield 23 as a white solid (80%): MS m/z: 409 (M+H)+. Anal. Calcd. For, C19H15F3N2OS2: C, 55.87; H, 3.70; N, 6.86; S, 15.70; F, 13.95. Found: C, 55.79; H, 3.71; N, 6.92; S, 15.67; F, 14.07.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-c29d1931169d44d697a41d6e63722a6e
Source dataset
uspto-grants-2010_09
Patent number
US07803790B2

Reaction notes

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