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

HRID 1404912Notes

Reaction equation

HRID 1404912 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].[C:15]1([C:21]2[N:22]=[C:23]([SH:32])[NH:24][C:25]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[N:5]1([C:3](=[O:4])[CH2:2][S:32][C:23]2[NH:24][C:25]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)=[C:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=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 178527825HCID 178527825, compound

Product 1

HCID 238874931-(3,4-Dihydro-2H-quinolin-1-yl)-2-(4,5-diphenyl-1H-imidazol-2-ylsulfanyl)-ethanoneYield 26%

Procedure

The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 4,5-diphenyl-1H-imidazole-2-thiol as the nucleophile to yield 19 as a off-white solid (26%): MS m/z: 426 (M+H)+. Anal. Calcd. For, C26H23N3OS.0.2H2O: C, 72.77; H, 5.50; N, 9.79; S, 7.47. Found: C, 72.58; H, 5.33; N, 9.74; S, 7.48.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-8941b69ba373481485b6934ae36e0ca7
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

Loading…