Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370513Generated: October 24, 2026

m-Chloroperbenzoic acid → 2-Pyridinecarboxamide, N-methyl-4-[[2-(methylsulfinyl)-6-benzothiazolyl]oxy]-

https://huagongshe.com/en/reaction/2370513

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantSodium BicarbonateHCID 516892—
ReactantN-Methyl-4-((2-(methylthio)benzo[d]thiazol-6-yl)oxy)picolinamideHCID 57725401—
SolventDichloromethaneHCID 6344—
Product2-Pyridinecarboxamide, N-methyl-4-[[2-(methylsulfinyl)-6-benzothiazolyl]oxy]-HCID 57725393—

Reaction Steps

To the solution of 4-(2-methylsulfanyl-benzothiazol-6-yloxy)-pyridine-2-carboxylic acid methylamide from step 3 (3.88 g, 11.72 mmol, 1.0 eq) in DCM (20 mL) at 0° C., was added MCPBA (77%, 2.88 g, 1.1 eq). The mixture was stirred at this temperature for one hour. Saturated sodium bicarbonate solution (100 mL) was added. The aqueous layer was extracted with DCM (3×150 mL). The organic layer was dried over sodium sulfate, filtered, and evaporated in vacuo to yield 4-(2-methanesulfinyl-benzothiazol-6-yloxy)-pyridine-2-carboxylic acid methylamide as white powder in quantitative yields. The crude product was used in the next step without purification. M+H=348.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710048B2
Source datasetuspto-grants-2014_04
ORD IDord-bc512e3c69a84843a9eef4cf67443585
Source noteuspto-grants-2014_04