2-Aminothiazole → HCID 59596725, compound

HRID 883058Notes

Reaction equation

HRID 883058 reaction equation
[CH:1]([NH:3][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[C:9]2[S:14](Cl)(=[O:16])=[O:15])=[O:2].[NH2:18][C:19]1[S:20][CH:21]=[CH:22][N:23]=1>N1C=CC=CC=1>[S:20]1[CH:21]=[CH:22][N:23]=[C:19]1[NH:18][S:14]([C:9]1[C:10]2[C:5](=[C:4]([NH:3][CH:1]=[O:2])[CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:7][CH:8]=1)(=[O:16])=[O:15]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 27592075-Formylamino-naphthalene-1-sulfonyl chloride

Product 1

HCID 59596725HCID 59596725, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-Formylamino-naphthalene-1-sulfonyl chloride (0.25 g, 0.93 mmol), 2-aminothiazole (0.09 g, 0.93 mmol) and pyridine (1.00 ml) were stirred under N2 at 25° C. for 19 h. The solution was purified via silica gel chromatography using 3% MeOH/97% CH2Cl2 to obtain 5-formylamino-naphthalene-1-sulfonic acid thiazol-2-ylamide as a white solid (150 mg, 49%). LC/MS (10-99% CH3CN), M/Z: M+1 obs=334.20; tR=1.93 min.

Workup

  1. customThe solution was purified via silica gel chromatography

Sources & evidence

ORD record
ord-cd67cd59488c4e408f5c0041e6fe98ba
Source dataset
uspto-grants-2012_08
Patent number
US08236829B2

Reaction notes

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