2-Aminothiazole → 1-(4-Chlorophenoxy)-2-nitrobenzene

反応式

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

参加物

反応物 4

HCID 21552-Aminothiazole

HCID 46844-Chlorophenol

HCID 738951-Fluoro-2-nitrobenzene

HCID 760102-(4-Chlorophenoxy)aniline2 回

生成物 2

HCID 30160501-(4-Chlorophenoxy)-2-nitrobenzene収率 71%

HCID 59732782N-[2-(4-Chlorophenoxy)phenyl]-N'-(thiazol-2-yl)urea収率 62%

実験手順

2-(4-Chlorophenoxy)-1-nitrobenzene (0.88 g, 71%) was prepared from 4-chlorophenol (0.70 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-chlorophenoxy)aniline (0.50 g, 65%) following general procedure B. N-[2-(4-Chlorophenoxy)phenyl]-N′-(thiazol-2-yl)urea (106 mg, 62%) was prepared from 2-(4-chlorophenoxy)aniline (109 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

出典と根拠

ORDレコード: ord-c321b37d476e4a0980758f5ddc70bcf0
出典データセット: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07384967B2

反応ノート

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