6-Methyl-1,2,3,4-tetrahydroquinoline → 2-(Benzo[d]thiazol-2-ylthio)-1-(6-methyl-3,4-dihydroquinolin-1(2H)-yl)ethanone

HRID 1404926Notes

Reaction equation

HRID 1404926 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10][CH2:11][C:12]([OH:14])=O.[CH3:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH2:21][CH2:20][CH2:19]2>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10][CH2:11][C:12]([N:22]1[C:23]2[C:18](=[CH:17][C:16]([CH3:15])=[CH:25][CH:24]=2)[CH2:19][CH2:20][CH2:21]1)=[O:14]

Participants

3

Reactant 2

HCID 666786-Methyl-1,2,3,4-tetrahydroquinolineHCID 805252-(2-Benzothiazolylthio)acetic acid

Product 1

HCID 594679052-(Benzo[d]thiazol-2-ylthio)-1-(6-methyl-3,4-dihydroquinolin-1(2H)-yl)ethanoneYield 85%

Procedure

The title compound was synthesized according to General Procedure B using 2-(benzo[d]thiazol-2-ylthio)acetic acid and 6-methyl-1,2,3,4-tetrahydroquinoline to yield 38 (450.5 mg, 85%): MS (APCI): m/z 355 [M+H]+. Anal. Calcd. for C19H18N2OS2: C, 64.39; H, 5.12; N, 7.90. Found: C, 64.55; H, 5.01; N, 7.88.

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-08c6824ee8434ba38c242567e0e5966f
Source dataset
uspto-grants-2014_12
Patent number
US08916550B2

Reaction notes

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