Guaiacol → HCID 66998827, compound

HRID 1983272Notes

Reaction equation

HRID 1983272 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].F[C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[N+:18]([O-:20])=[O:19].[F:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[C:24]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[O:36][CH3:37])[CH:23]=1.[NH2:38][C:39]1[S:40][CH:41]=[CH:42][N:43]=1>>[F:17][C:15]1[CH:14]=[CH:13][C:12]([N+:18]([O-:20])=[O:19])=[C:11]([O:9][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH:16]=1.[F:21][C:22]1[CH:28]=[CH:27][C:25]([NH:26][C:4]([NH:38][C:39]2[S:40][CH:41]=[CH:42][N:43]=2)=[O:9])=[C:24]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[O:36][CH3:37])[CH:23]=1

Participants

6

Reactant 4

HCID 460GuaiacolHCID 21552-AminothiazoleHCID 679672,4-DifluoronitrobenzeneHCID 62378194HCID 62378194, compound2×

Product 2

HCID 59732680HCID 59732680, compoundYield 86%HCID 66998827HCID 66998827, compoundYield 91.6%

Procedure

4-Fluoro-2-(2-methoxyphenoxy)-1-nitrobenzene (1.2 g, 91.6%) was prepared from 2-methoxyphenol (0.68 g, 5.5 mmol) and 2,4-difluoro-1-nitrobenzene (0.80 g, 5.0 mmol) following the general procedure F. The product was then reduced to 4-fluoro-2-(2-methoxyphenoxy)aniline (0.96 g, 73%) following general procedure B. N-[4-Fluoro-2-(2-methoxyphenoxy)phenyl]-N′-(thiazol-2-yl)urea (0.32 g, 86%) was prepared from 4-fluoro-2-(2-methoxyphenoxy)aniline (0.117 g, 0.5 mmol) and 2-aminothiazole (0.060 g, 0.6 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-fa755e2e601d4c7585e9e470b6fdda93
Source dataset
uspto-grants-2009_06
Patent number
US07541373B2

Reaction notes

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