Pyridine → 2-Chloro-5-methylsulfonyloxymethyl-thiazole

HRID 1386817Notes

Reaction equation

HRID 1386817 reaction equation
CS([O:5][S:6]([CH3:9])(=[O:8])=[O:7])(=O)=O.[Cl:10][C:11]1[S:12][C:13]([CH2:16]O)=[CH:14][N:15]=1.N1C=CC=CC=1>O1CCCC1>[Cl:10][C:11]1[S:12][C:13]([CH2:16][O:5][S:6]([CH3:9])(=[O:7])=[O:8])=[CH:14][N:15]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 81560Methanesulfonic anhydrideHCID 2763180(2-Chloro-1,3-thiazol-5-yl)methanol

Product 1

HCID 211830762-Chloro-5-methylsulfonyloxymethyl-thiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.28 g of methanesulfonic anhydride are added to 1.0 g of 2-chloro-5-hydroxymethyl-thiazole and 0.63 g of pyridine in 10 ml of tetrahydrofuran and the mixture is stirred for three hours at room temperature. Concentration of the solution yields the title compound in the form of a solid (compound 1.3). 1H-NMR (DMSO-d6, 250 MHz): s, 1H, 7.87 ppm; s, 2H, 5.52 ppm; s, 3H, 2.43 ppm.

Sources & evidence

ORD record
ord-1de853938b844aa8a87f671e34dab284
Source dataset
uspto-grants-2001_07
Patent number
US06265585B1

Reaction notes

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