2-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one → 2-(7-Chloro-benzothiazol-2-ylsulfanyl)-1-(3,4-dihydro-2H-quinolin-1-yl)-ethanone

HRID 1404918Notes

Reaction equation

HRID 1404918 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[C:24]2[S:23][C:22]([SH:25])=[N:21][C:20]=2[CH:19]=[CH:18][CH:17]=1>>[Cl:15][C:16]1[C:24]2[S:23][C:22]([S:25][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])=[N:21][C:20]=2[CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 2401372-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-oneHCID 1785277847-Chloro-2-mercaptobenzothiazole

Product 1

HCID 594679082-(7-Chloro-benzothiazol-2-ylsulfanyl)-1-(3,4-dihydro-2H-quinolin-1-yl)-ethanoneYield 46%

Procedure

The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 7-chlorobenzo[d]thiazole-2-thiol as the nucleophile to yield 26 as a white solid (46%): 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, 3.99; N, 7.47; S, 17.36; Cl, 9.52.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-431e36bbe2794e1ca8eebe269b85069d
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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