2-Aminothiazole → HCID 10263334, compound

HRID 559897Notes

Reaction equation

HRID 559897 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.F[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16].[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S:24][C:25]1[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=1[NH2:27].NC1SC=[CH:36][N:37]=1>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[S:1][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16].[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[S:24][C:25]1[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=1[NH:27][C:36]([NH:37][C:2]1[S:1][CH:5]=[CH:4][N:3]=1)=[O:16]

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 738951-Fluoro-2-nitrobenzeneHCID 15211606HCID 15211606, compound2×HCID 178418616HCID 178418616, compound

Product 2

HCID 10263334HCID 10263334, compoundYield 60%HCID 59732887HCID 59732887, compoundYield 60%

Procedure

2-(2-Pyridylsulfanyl)nitrobenzene (0.70 g, 60%) was prepared from 2-mercapto-pyridine (0.61 g, 5.5 mmol) and 2-fluoronitrobenzene (0.71 g, 5.0 mmol) following the general procedure A. This compound was reduced to 2-(2-pyridylsulfanyl)aniline (0.37 g, 62%) following general procedure B. N-[2-(2-Pyridylsulfanyl)phenyl]-N′-(thiazol-2-yl)urea (98 mg, 60%) was prepared from 2-(2-pyridylsulfanyl)aniline (101 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-f11a023ac752475994058a067af6e129
Source dataset
uspto-grants-2011_11
Patent number
US08063081B2

Reaction notes

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