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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270331Generated: October 28, 2026

Pyridine → HCID 57428078, compound

https://huagongshe.com/reaction/270331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantPotassium bisulfateHCID 516920—
Reactant4-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yl]-but-3-yn-1-olHCID 22313902—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 57428078HCID 57428078100.2%

Reaction Steps

365 mg (1.02 mmol) 4-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yl]-but-3-yn-1-ol in 7 ml CH2Cl2 were treated with 94 μl (1.21 mmol) methane sulfonic acid chloride, 0.13 ml (1.53 mmol) pyridine and 135 mg (1.2 mmol) DMAP at 0° C. The solution was stirred at RT over night, was diluted with water and acidified with 10% aq. KHSO4. The inorganic phase was extracted with CH2Cl2. The combined organic phases were washed with NaHCO3 solution, brine and dried over Na2SO4. Evaporation gave 446 mg crude Methanesulfonic acid 4-[3-(4-bromo-phenyl)-benzo[d]isothiazol-6-yl]-but-3-ynyl ester, MS: 436 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449483B2
Source datasetuspto-grants-2008_11
ORD IDord-43812b33ece84242b0fc6493716cb2c7
Source noteuspto-grants-2008_11