HRID131939

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2155

2-Aminothiazole

C3H4N2S

HCID67767

2,5-Difluoronitrobenzene

C6H3F2NO2

HCID527092

Methyl 2-hydroxy-6-methoxybenzoate

C9H10O4

HCID66999207

未命名化合物

2 次

PRODUCTS

生成物

结构：COC(=O)c1c(OC)cccc1Oc1ccc(F)cc1NC(=O)Nc1nccs1

HCID59732977

未命名化合物

收率 62%

结构：COC(=O)c1c(OC)cccc1Oc1ccc(F)cc1[N+](=O)[O-]

HCID66998457

未命名化合物

收率 58%

PROCEDURE

实验过程

2-(4-Fluoro-2-nitro-phenoxy)-6-methoxy-benzoic acid methyl ester (0.94 g, 58%) was prepared from 2-hydroxy-6-methoxy-benzoic acid methyl ester (1.01 g, 5.5 mmol) and 2,5-difluoro-1-nitro-benzene (0.80 g, 5.0 mmol) following the general procedure A. This was reduced to 2-(2-amino-4-fluoro-phenoxy)-6-methoxy-benzoic acid methyl ester (0.51 g, 60%) following general procedure C. 2-[4-Fluoro-2-(3-thiazol-2-yl-ureido)-phenoxy]-6-methoxy-benzoic acid methyl ester (129 mg, 62%) was prepared from 2-(2-amino-4-fluoro-phenoxy)-6-methoxy-benzoic acid methyl ester (145 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1df2ed88113b4e57b40f8bf0d3cff228
来源数据集: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07384967B2
来源说明: uspto-grants-2008_06

反应 SMILES

[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:12].F[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23].[CH3:25][O:26][C:27](=[O:45])[C:28]1[C:33]([O:34][CH3:35])=[CH:32][CH:31]=[CH:30][C:29]=1[O:36][C:37]1[CH:42]=[CH:41][C:40]([F:43])=[CH:39][C:38]=1[NH2:44].[NH2:46][C:47]1[S:48][CH:49]=[CH:50][N:51]=1>>[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[CH:6][C:5]=1[O:12][C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23].[CH3:25][O:26][C:27](=[O:45])[C:28]1[C:33]([O:34][CH3:35])=[CH:32][CH:31]=[CH:30][C:29]=1[O:36][C:37]1[CH:42]=[CH:41][C:40]([F:43])=[CH:39][C:38]=1[NH:44][C:3]([NH:46][C:47]1[S:48][CH:49]=[CH:50][N:51]=1)=[O:13]