2-Chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)ethan-1-one → HCID 59467901, compound

HRID 1404921Notes

Reaction equation

HRID 1404921 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:19]=[CH:20][C:21]2[S:25][C:24]([SH:26])=[N:23][C:22]=2[CH:27]=1)([O-:17])=[O:16]>>[N:5]1([C:3](=[O:4])[CH2:2][S:26][C:24]2[S:25][C:21]3[CH:20]=[CH:19][C:18]([N+:15]([O-:17])=[O:16])=[CH:27][C:22]=3[N:23]=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 178526506HCID 178526506, compound

Product 1

HCID 59467901HCID 59467901, compoundYield 56%

Procedure

The title compound was synthesized according to General Procedure A using compound 4 as the electrophile and 5-nitrobenzo[d]thiazole-2-thiol (12) as the nucleophile to yield 31 as a pale yellow solid (56%): MS m/z: 386 (M+H)+. Anal. Calcd. For, C18H15N3O3S2: C, 56.09; H, 3.92; N, 10.90; S, 16.64. Found: C, 56.22; H, 3.95; N, 10.81; S, 16.67.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-98f5235a548c479380d5302d7eb4762c
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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