2-Aminothiazole → HCID 59732806, compound

HRID 131958Notes

Reaction equation

HRID 131958 reaction equation
F[C:2]1[CH:7]=[C:6]([CH2:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH:5]=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH2:16]([O:20][C:21]1[CH:27]=[C:26]([CH2:28][S:29]([CH3:32])(=[O:31])=[O:30])[CH:25]=[CH:24][C:22]=1[NH2:23])[CH:17]([CH3:19])[CH3:18].[NH2:33][C:34]1[S:35][CH:36]=[CH:37][N:38]=1.CC(C)[CH2:41][OH:42]>>[CH2:16]([O:20][C:2]1[CH:7]=[C:6]([CH2:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH:5]=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14])[CH:17]([CH3:19])[CH3:18].[CH2:16]([O:20][C:21]1[CH:27]=[C:26]([CH2:28][S:29]([CH3:32])(=[O:31])=[O:30])[CH:25]=[CH:24][C:22]=1[NH:23][C:41]([NH:33][C:34]1[S:35][CH:36]=[CH:37][N:38]=1)=[O:42])[CH:17]([CH3:19])[CH3:18]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 6560IsobutanolHCID 66998678HCID 66998678, compoundHCID 66998986HCID 66998986, compound2×

Product 2

HCID 59732806HCID 59732806, compoundYield 65%HCID 66999212HCID 66999212, compoundYield 65%

Procedure

2-Isobutoxy-4-methanesulfonylmethyl-1-nitro-benzene (0.93 g, 65%) was prepared from 2-methylpropanol and 2-fluoro-4-methanesulfonylmethyl-1-nitro-benzene (1.16 g, 5.0 mmol) following the general procedure G. This was reduced to 2-isobutoxy-4-methanesulfonylmethyl-aniline (0.46 g, 56%) following general procedure B. 1-(2-Isobutoxy-4-methanesulfonylmethyl-phenyl)-3-thiazol-2-yl-urea (250 mg, 65%) was prepared from 2-isobutoxy-4-methanesulfonylmethyl-aniline (257 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-a1f8fc8f4c2f43ddaf7d96a719215357
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Reaction notes

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