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

HRID 1404914Notes

Reaction equation

HRID 1404914 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].[N+:15]([C:18]1[CH:27]=[CH:26][C:21]2[N:22]=[C:23]([SH:25])[S:24][C:20]=2[CH:19]=1)([O-:17])=[O:16]>>[N:5]1([C:3](=[O:4])[CH2:2][S:25][C:23]2[S:24][C:20]3[CH:19]=[C:18]([N+:15]([O-:17])=[O:16])[CH:27]=[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 178418579HCID 178418579, compound

Product 1

HCID 78543701-(3,4-Dihydro-2H-quinolin-1-yl)-2-(6-nitro-benzothiazol-2-ylsulfanyl)-ethanoneYield 33%

Procedure

The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 6-nitrobenzo[d]thiazole-2-thiol as the nucleophile to yield 21 as a yellow solid (33%): MS m/z: 386 (M+H)+. Anal. Calcd. For, C18H15N3O3S2: C, 56.09; H, 3.92; N, 10.90; S, 16.64. Found: C, 55.98; H, 3.75; N, 10.94; S, 16.41.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-61455106412a455da571cb6201b40524
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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