2-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one → 2-(6-Chloro-benzothiazol-2-ylsulfanyl)-1-(3,4-dihydro-2H-quinolin-1-yl)-ethanone

HRID 1404917Notes

Reaction equation

HRID 1404917 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].[Cl:15][C:16]1[CH:25]=[CH:24][C:19]2[N:20]=[C:21]([SH:23])[S:22][C:18]=2[CH:17]=1>>[Cl:15][C:16]1[CH:25]=[CH:24][C:19]2[N:20]=[C:21]([S:23][CH2:2][C:3]([N:5]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH2:8][CH2:7][CH2:6]3)=[O:4])[S:22][C:18]=2[CH:17]=1

Participants

3

Reactant 2

HCID 2401372-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-oneHCID 178527790HCID 178527790, compound

Product 1

HCID 594678822-(6-Chloro-benzothiazol-2-ylsulfanyl)-1-(3,4-dihydro-2H-quinolin-1-yl)-ethanoneYield 73%

Procedure

The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 6-chlorobenzo[d]thiazole-2-thiol as the nucleophile to yield 25 as a white solid (73%): MS m/z: 375 (M+H)+. Anal. Calcd. For, C18H15ClN2OS2: C, 57.67; H, 4.03; N, 7.47; S, 17.11; Cl, 9.46. Found: C, 57.50; H, 4.05; N, 7.48; S, 16.86; Cl, 9.74.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-224d2c8292e84ea9a28deac22726cc09
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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