2-Aminothiazole → HCID 53255816, compound

HRID 1983294Notes

Reaction equation

HRID 1983294 reaction equation
[CH3:1][CH2:2][CH:3]([OH:6])[CH2:4][CH3:5].F[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15].[CH3:17][CH2:18][CH:19]([O:22][C:23]1[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=1[NH2:25])[CH2:20][CH3:21].[NH2:30][C:31]1[S:32][CH:33]=[CH:34][N:35]=1>>[CH3:1][CH2:2][CH:3]([O:6][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])[CH2:4][CH3:5].[CH3:17][CH2:18][CH:19]([O:22][C:23]1[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=1[NH:25][C:3]([NH:30][C:31]1[S:32][CH:33]=[CH:34][N:35]=1)=[O:6])[CH2:20][CH3:21]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 114283-PentanolHCID 738951-Fluoro-2-nitrobenzeneHCID 176054612-(Pentan-3-yloxy)aniline2×

Product 2

HCID 53255816HCID 53255816, compoundYield 70%HCID 59732864N-[2-(3-pentoxy)phenyl]-N'-(thiazol-2-yl)ureaYield 57%

Procedure

2-(3-Pentoxy)-1-nitrobenzene (366 mg, 70%) was prepared from 3-pentanol (0.27 ml, 2.5 mmol) and 1-fluoro-2-nitrobenzene (0.36 g, 2.5 mmol) following the general procedure G. This was reduced to 2-(3-pentoxy)aniline (0.25 g, 80%) following general procedure B. N-[2-(3-pentoxy)phenyl]-N′-(thiazol-2-yl)urea (0.26 g, 57%) was prepared from 2-(3-pentoxy)-aniline (0.25 g, 1.5 mmol) and 2-aminothiazole (150 mg, 1.5 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-d6550265d3d241babeb3f0f7f680b4aa
Source dataset
uspto-grants-2009_06
Patent number
US07541373B2

Reaction notes

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