2-Aminothiazole → HCID 245943, compound

HRID 131803Notes

Reaction equation

HRID 131803 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:6][CH:7]=1.F[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20].[F:22][C:23]([F:39])([F:38])[C:24]1[CH:25]=[C:26]([CH:35]=[CH:36][CH:37]=1)[O:27][C:28]1[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=1[NH2:30].[NH2:40][C:41]1[S:42][CH:43]=[CH:44][N:45]=1>>[F:11][C:8]([F:9])([F:10])[C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[O:1][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20].[F:22][C:23]([F:38])([F:39])[C:24]1[CH:25]=[C:26]([CH:35]=[CH:36][CH:37]=1)[O:27][C:28]1[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=1[NH:30][C:2]([NH:40][C:41]1[S:42][CH:43]=[CH:44][N:45]=1)=[O:1]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 73763-(Trifluoromethyl)phenolHCID 738951-Fluoro-2-nitrobenzeneHCID 196269162-[3-(Trifluoromethyl)phenoxy]benzenamine2×

Product 2

HCID 245943HCID 245943, compoundYield 65%HCID 59733082HCID 59733082, compoundYield 62%

Procedure

2-[3-(Trifluoromethyl)phenoxy]-1-nitrobenzene (0.92 g, 65%) was prepared from 3-hydroxybenzotrifluoride (0.89 g, 5.5 mmol) and 1-fluoro-2-nitrobenzene (0.71 g, 5.0 mmol) following the general procedure A. This was reduced to 2-[3-(trifluoromethyl)phenoxy]aniline (0.56 g, 68%) following general procedure B. N-[2-(3-Trifluoromethylphenoxy)phenyl]-N′-(thiazol-2-yl)urea (120 mg, 62%) was prepared from 2-[3-(trifluoromethyl)phenoxy]aniline (127 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-4a27bb2df64b41f3a80185b6e79c8b68
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Reaction notes

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