2-Aminothiazole → HCID 59732765, compound

HRID 131964Notes

Reaction equation

HRID 131964 reaction equation
[CH3:1][CH:2]([CH3:5])[CH2:3][SH:4].F[C:7]1[CH:8]=[C:9]([CH3:16])[CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14].[CH2:17]([S:21][C:22]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:23]=1[NH2:24])[CH:18]([CH3:20])[CH3:19].[NH2:30][C:31]1SC=[CH:34][N:35]=1>>[CH2:3]([S:4][C:7]1[CH:8]=[C:9]([CH3:16])[CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[CH:2]([CH3:5])[CH3:1].[CH2:17]([S:21][C:22]1[CH:28]=[C:27]([CH3:29])[CH:26]=[CH:25][C:23]=1[NH:24][C:34]([NH:35][C:31]1[S:4][CH:3]=[CH:2][N:30]=1)=[O:14])[CH:18]([CH3:20])[CH3:19]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 10558Isobutyl mercaptanHCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 66999170HCID 66999170, compound2×

Product 2

HCID 59732765HCID 59732765, compoundYield 68%HCID 66998659HCID 66998659, compoundYield 67%

Procedure

3-(Isobutylsulfanyl)-4-nitrotoluene (0.75 g, 67%) was prepared from 2-methyl-propanethiol and 3-fluoro-4-nitrotoluene (0.77 g, 5.0 mmol) following the general procedure A. This was reduced to 2-isobutylsulfanyl-4-methyl-aniline (0.46 g, 63%) following general procedure B. 1-(2-Isobutylsulfanyl-4-methyl-phenyl)-3-thiazol-2-yl-urea (218 mg, 68%) was prepared from 2-isobutylsulfanyl-4-methyl-aniline (195 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-05fcd67f24c14ff7970d2b85df9e0d96
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Reaction notes

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