o-Chlorothiophenol → N-(5-(2-chlorophenylthio)-3-phenoxypyridin-2-yl)-4-methylthiazol-2-amine hydrochloride

HRID 335102Notes

Reaction equation

HRID 335102 reaction equation
Br[C:2]1[CH:3]=[C:4]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH3:14])[N:13]=2)=[N:6][CH:7]=1.[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[SH:29]>>[ClH:22].[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29][C:2]1[CH:3]=[C:4]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:5]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH3:14])[N:13]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 80599o-ChlorothiophenolHCID 247655435-Bromo-N-(4-methylthiazol-2-yl)-3-phenoxypyridin-2-amine

Product 1

HCID 24764794N-(5-(2-chlorophenylthio)-3-phenoxypyridin-2-yl)-4-methylthiazol-2-amine hydrochloride

Procedure

Prepared according to the method of Example 13, using 5-bromo-N-(4-methylthiazol-2-yl)-3-phenoxypyridin-2-amine and 2-chlorobenzenethiol. 1H NMR (d6-DMSO) δ 8.26 (d, 1H), 7.49 (dd, 1H), 7.42 (t, 2H), 7.29 (d, 1H), 7.27-7.12 (m, 4H), 6.96 (dd, 1H), 6.80 (s, 1H), 2.30 (s, 3H); Mass spectrum (esi) m/z=426.4 (M+H—HCl).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-2acc04011a404e05a411bd82ed6900bb
Source dataset
uspto-grants-2014_11
Patent number
US08883828B2

Reaction notes

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