2-Aminothiazole → HCID 59432926, compound

HRID 1809333Notes

Reaction equation

HRID 1809333 reaction equation
[CH:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([S:13](Cl)(=[O:15])=[O:14])=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1)=[O:2].[NH2:17][C:18]1[S:19][CH:20]=[CH:21][N:22]=1>N1C=CC=CC=1>[S:19]1[CH:20]=[CH:21][N:22]=[C:18]1[NH:17][S:13]([C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][CH:10]=1)[N:3]([CH:1]=[O:2])[CH2:4][CH2:5][CH2:6]2)(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 59432952HCID 59432952, compound

Product 1

HCID 59432926HCID 59432926, compoundYield 12%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-Formyl-1,2,3,4-tetrahydro-quinoline-6-sulfonyl chloride (10.0 g, 0.04 mol) was added to a stirring solution of 2-aminothiazole (3.9 g, 0.04 mol) in pyridine (15 mL), under N2 at 0° C. This mixture was allowed to warm to room temperature and was stirred for 19 hours. The mixture was purified via silica gel chromatography using 10% MeOH in CH2Cl2 to obtain the sulfonamide (1.50 g, 0.005 mmol, 12% yield). LC/MS (10-99%) M/Z: M+1 obs=324.3; tR=2.21 min.

Workup

  1. customThe mixture was purified via silica gel chromatography

Sources & evidence

ORD record
ord-61370e15761446dfaa50da8d34ccf275
Source dataset
uspto-grants-2013_01
Patent number
US08362032B2

Reaction notes

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