Hydrochloric Acid → 3,4-bis-(3-Fluorophenyl)-1,2,5-thiadiazole-1,1-dioxide

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	Sulfamide	HCID 82267	—
Reactant	1,2-Bis(3-fluorophenyl)ethane-1,2-dione	HCID 22574214	—
Solvent	Methanol	HCID 887	—
Product	3,4-bis-(3-Fluorophenyl)-1,2,5-thiadiazole-1,1-dioxide	HCID 68570954	72.8%

Reaction Conditions

Temperature	66 °C

Reaction Steps

Hydrogen chloride is bubbled through a solution of 3,3′-difluorobenzil (20) (3.81 g, 15.7 mmol) and sulfamide (1.53 g, 15.9 mmol) in methanol (15 mL) for 0.5 min followed by heating at 66° C. for 2 h. The reaction mixture is cooled to RT, the solvent rotary evaporated, and the residue triturated from heptane to give 3.50 g of the product 21.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07741493B2
Source dataset	uspto-grants-2010_06
ORD ID	ord-534affd4eb524b5fbc80708d57bf766a
Source note	uspto-grants-2010_06