2-Aminothiazole → HCID 7778992, compound

HRID 1983235Notes

Reaction equation

HRID 1983235 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.F[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20].[CH3:22][O:23][C:24]([C:26]1[CH:39]=[CH:38][C:29]([O:30][C:31]2[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=2[NH2:33])=[CH:28][CH:27]=1)=[O:25].[NH2:40][C:41]1[S:42][CH:43]=[CH:44][N:45]=1>>[CH3:9][O:8][C:6]([C:5]1[CH:4]=[CH:3][C:2]([O:1][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-:21])=[O:20])=[CH:11][CH:10]=1)=[O:7].[CH3:22][O:23][C:24]([C:26]1[CH:39]=[CH:38][C:29]([O:30][C:31]2[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=2[NH:33][C:2]([NH:40][C:41]2[S:42][CH:43]=[CH:44][N:45]=2)=[O:1])=[CH:28][CH:27]=1)=[O:25]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 7456MethylparabenHCID 738951-Fluoro-2-nitrobenzeneHCID 26189122Methyl 4-(2-aminophenoxy)benzoate2×

Product 2

HCID 7778992HCID 7778992, compoundYield 58%HCID 59732815HCID 59732815, compoundYield 55%

Procedure

2-(4-Methoxycarbonylphenoxy)-1-nitrobenzene (0.79 g, 58%) was prepared from methyl 4-hydroxybenzoate (0.84 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-(4-methoxycarbonylphenoxy)-aniline (0.46 g, 66%) following general procedure B. N-[2-(4-Methoxycarbonylphenoxy)-phenyl]-N′-(thiazol-2-yl)urea (100 mg, 55%) was prepared from 2-(4-methoxycarbonyl-phenoxy)aniline (122 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-1d43343dce8a4757a53b23df2e0ba69f
Source dataset
uspto-grants-2009_06
Patent number
US07541373B2

Reaction notes

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