2-Aminothiazole → HCID 66998130, compound

HRID 131810

Reaction equation

HRID 131810 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].F[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18].[F:20][C:21]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:22]=1[O:23][C:24]1[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=1[NH2:26].[NH2:36][C:37]1[S:38][CH:39]=[CH:40][N:41]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[O:9][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18].[F:20][C:21]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:22]=1[O:23][C:24]1[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=1[NH:26][C:3]([NH:36][C:37]1[S:38][CH:39]=[CH:40][N:41]=1)=[O:9]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 738951-Fluoro-2-nitrobenzeneHCID 943922,6-DifluorophenolHCID 66999006HCID 66999006, compound2×

Product 2

HCID 59732807HCID 59732807, compoundYield 60%HCID 66998130HCID 66998130, compoundYield 70%

Procedure

2-(2,6-difluorophenoxy)-1-nitrobenzene (0.44 g, 70%) was prepared from 2,6-difluorophenol (0.32 g, 2.5 mmol) and 1-fluoro-2-nitrobenzene (0.36 g, 2.5 mmol) following the general procedure A. This was reduced to 2-(2,6-difluorophenoxy)aniline (0.24 g, 60%) following general procedure B. N-[2-(2,6-difluorophenoxy)phenyl]-N′-(thiazol-2-yl)urea (133 mg, 60%) was prepared from 2-(2,6-difluorophenoxy)aniline (206 mg, 0.9 mmol) and 2-aminothiazole (405 mg, 2.5 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-a1f1626cd9b04dcbbdde508ee6fbec99
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Linked notes

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