2-Aminothiazole → HCID 59732679, compound

HRID 1983392Notes

Reaction equation

HRID 1983392 reaction equation
[CH:1]1([OH:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.F[C:8]1[CH:9]=[C:10]([CH3:17])[CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15].[CH:18]1([O:23][C:24]2[CH:30]=[C:29]([CH3:31])[CH:28]=[CH:27][C:25]=2[NH2:26])[CH2:22][CH2:21][CH2:20][CH2:19]1.[NH2:32][C:33]1[S:34][CH:35]=[CH:36][N:37]=1>>[CH:1]1([O:6][C:8]2[CH:9]=[C:10]([CH3:17])[CH:11]=[CH:12][C:13]=2[N+:14]([O-:16])=[O:15])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:18]1([O:23][C:24]2[CH:30]=[C:29]([CH3:31])[CH:28]=[CH:27][C:25]=2[NH:26][C:1]([NH:32][C:33]2[S:34][CH:35]=[CH:36][N:37]=2)=[O:6])[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 7298CyclopentanolHCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 247098162-(Cyclopentyloxy)-4-methylaniline2×

Product 2

HCID 59732679HCID 59732679, compoundYield 70%HCID 66998953HCID 66998953, compoundYield 62%

Procedure

3-Cyclopentyloxy-4-nitrotoluene (0.68 g, 62%) was prepared from cyclopentanol and 3-fluoro-4-nitrotoluene (0.77 g, 5.0 mmol) following the general procedure G. This was reduced to 2-cyclopentyloxy-4-methyl-aniline (0.43 g, 70%) following general procedure C. 1-(2-Cyclopentyloxy-4-methyl-phenyl)-3-thiazol-2-yl-urea (220 mg, 70%) was prepared from 2-cyclopentyloxy-4-methyl-aniline (191 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-c2177ed83cde444f81f34140d766899c
Source dataset
uspto-grants-2009_06
Patent number
US07541373B2

Reaction notes

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