2-Aminothiazole → HCID 59216632, compound

HRID 883086Notes

Reaction equation

HRID 883086 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=1>N1C=CC=CC=1>[S:22]1[CH:23]=[CH:24][N:25]=[C:21]1[NH:20][S:16]([C:13]1[CH:14]=[CH:15][C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:11][CH:12]=1)(=[O:18])=[O:17]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 27601854'-Nitrobiphenyl-4-sulfonyl chloride

Product 1

HCID 59216632HCID 59216632, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 4′-Nitro-biphenyl-4-sulfonyl chloride (1.0 g, 3.2 mmol), dissolved in pyridine (5.0 ml) was added 2-aminothiazole (1.6 g, 16.0 mmol) and the mixture was stirred at rt for 72 h. Pouring the reaction mixture into ice-water gave a precipitate that was filtered and dried to obtain 4′-Nitro-biphenyl-4-sulfonic acid thiazol-2-ylamide (0.6 g, 53%). LC/MS (10-99% CH3CN), M/Z: M+1 obs=362.2; tR=2.95 min.

Workup

  1. customgave a precipitate that
  2. filtrationwas filtered
  3. customdried

Sources & evidence

ORD record
ord-545bb693a33544e5b958d251ab2b28eb
Source dataset
uspto-grants-2012_08
Patent number
US08236833B2

Reaction notes

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