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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330807Generated: October 30, 2026

Water → 5-chloro-3-[3-(5-methyl-1,2,4-oxadiazol-3-yl)benzyl]-3H-benzothiazol-2-one

https://huagongshe.com/reaction/330807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2(3H)-Benzothiazolone, 5-chloro-HCID 603829—
Reactant3-(3-(Bromomethyl)phenyl)-5-methyl-1,2,4-oxadiazoleHCID 7060548—
SolventAcetonitrileHCID 6342—
Product5-chloro-3-[3-(5-methyl-1,2,4-oxadiazol-3-yl)benzyl]-3H-benzothiazol-2-oneHCID 46846727—

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 100 mg (0.54 mmol) of 5-chloro-3H-benzothiazol-2-one, 153 mg (0.59 mmol) of 3-(3-bromomethylphenyl)-5-methyl-1,2,4-oxadiazole and 303 mg (2.16 mmol) of potassium carbonate in 20 ml of acetonitrile are stirred at 80° C. for 1 h. 30 ml of water are added to the reaction mixture, which is then extracted with MTBE, dried and evaporated to dryness. The crude product is purified by column chromatography on silica gel and stirred with ether, giving “A12”: ESI: 358 (M+H); Rt.=3.25 min (method A);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877751B2
Source datasetuspto-grants-2014_11
ORD IDord-f09265ae30754b2eadccc6f75fc240fa
Source noteuspto-grants-2014_11