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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942617Generated: November 3, 2026

Potassium Phosphate, Tribasic → 3-Bromo-5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazole

https://huagongshe.com/reaction/1942617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant3-Bromo-5-chloro-1,2,4-thiadiazoleHCID 2725053—
Reactant3-Chloro-4-isopropoxyphenylboronic acidHCID 3382467—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Bromo-5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazoleHCID 5849408696.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-bromo-5-chloro-1,2,4-thiadiazole (558 mg), {3-chloro-4-[(1-methylethyl)oxy]phenyl}boronic acid (300 mg) and tripotassium phosphate (148 mg) in N,N-dimethylformamide (DMF) (3 mL) and water (0.600 mL) under nitrogen was added PdCl2(dppf)-CH2Cl2 adduct (3.427 g). The reaction vessel was sealed and heated under microwave at 80° C. for 1 h. After cooling the reaction, the mixture was filtered and the filtrate was diluted with ethyl acetate (50 mL), washed with brine (2*10 mL), dried over sodium sulphate, concentrated and purified by column chromatography to afford 3-bromo-5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-thiadiazole (D43) (450 mg) as a clear oil. MS (ES): C11H10BrClN2OS requires 332. found 333.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-79a3ca816d044bae80e79e5ac40800f7
Source noteuspto-grants-2013_03