2-Aminothiazole → HCID 59733043, compound

HRID 2276122Notes

Reaction equation

HRID 2276122 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.F[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=1[N+:17]([O-:19])=[O:18].[F:20][C:21]1[CH:35]=[CH:34][C:24]([O:25][C:26]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:27]=2[NH2:28])=[CH:23][CH:22]=1.[NH2:36][C:37]1[S:38][CH:39]=[CH:40][N:41]=1>>[F:16][C:13]1[CH:14]=[CH:15][C:10]([O:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:11]([N+:17]([O-:19])=[O:18])[CH:12]=1.[F:33][C:30]1[CH:31]=[CH:32][C:26]([O:25][C:24]2[CH:34]=[CH:35][C:21]([F:20])=[CH:22][CH:23]=2)=[C:27]([NH:28][C:5]([NH:36][C:37]2[S:38][CH:39]=[CH:40][N:41]=2)=[O:8])[CH:29]=1

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 97324-FluorophenolHCID 677672,5-DifluoronitrobenzeneHCID 6135555-Fluoro-2-(4-fluorophenoxy)aniline2×

Product 2

HCID 59733043HCID 59733043, compoundYield 75%HCID 66999042HCID 66999042, compoundYield 75%

Procedure

5-Fluoro-2-(4-fluorophenoxy)-1-nitrobenzene (0.94 g, 75%) was prepared from 4-fluorophenol (0.62 g, 5.5 mmol) and 2,5-difluoro-1-nitrobenzene (0.71 g, 5.0 mmol) following the general procedure A. This compound was reduced to 2-(4-fluorophenoxy)-5-fluoroaniline (0.53 g, 64%) following the general procedure B. N-[5-Fluoro-2-(4-fluorophenoxy)phenyl]-N′-(thiazol-2-yl)urea (130 mg, 75%) was prepared from 5-fluoro-2-(4-fluorophenoxy)aniline (110 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-8d52b1b9d5294db0ba6e522487cb84de
Source dataset
uspto-grants-2015_09
Patent number
USRE045670E1

Reaction notes

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