Sulfuryl chloride → Methanesulfonic acid 4-chloro-5-(3-chloro-phenyl)-isoxazol-3-ylmethyl ester

https://huagongshe.com/reaction/732048

Participants

Role	Name	HCID	Charge
Reactant	Sulfuryl chloride	HCID 24648	—
Reactant	[5-(3-Chlorophenyl)isoxazol-3-yl]methyl methanesulfonate	HCID 57838012	—
Solvent	Dichloromethane	HCID 6344	—
Product	Methanesulfonic acid 4-chloro-5-(3-chloro-phenyl)-isoxazol-3-ylmethyl ester	HCID 86593821	97%

Reaction Conditions

Temperature	60 °C

Reaction Steps

Sulfuryl chloride (1 ml) was added to methanesulfonic acid 5-(3-chloro-phenyl)-isoxazole-3-ylmethyl ester (200 mg, 0.70 mmol) and then stirred at 60° C. overnight. The reaction mixture was diluted with dichloromethane, washed saturated sodium bicarbonate, dried over anhydrous sodium sulfate, filtered and concentrated to afford methanesulfonic acid 4-chloro-5-(3-chloro-phenyl)-isoxazol-3-ylmethyl ester (219 mg, 97%, light brown solid). 1H NMR (CDCl3) d (ppm): 8.07 (m, 1H), 7.92 (m, 1H), 7.50 (m, 2H), 5.38 (s, 2H), 3.16 (s, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07585881B2
Source dataset	uspto-grants-2009_09
ORD ID	ord-71fed092bb80407489301405a132bee8
Source note	uspto-grants-2009_09