Hydrochloric Acid → 2-(Oxan-4-ylmethoxy)-5-sulfamoylbenzamide

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	Hydrogen Peroxide	HCID 784	—
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	3-cyano-4-((tetrahydro-2H-pyran-4-yl)methoxy)benzenesulfonamide	HCID 67126413	—
Solvent	Ethanol	HCID 702	—
Solvent	Dichloromethane	HCID 6344	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-(Oxan-4-ylmethoxy)-5-sulfamoylbenzamide	HCID 67126465	—

Reaction Conditions

Temperature	35 °C

Reaction Steps

A mixture of EXAMPLE 357A (0.455 g) in ethanol (3 mL) and tetrahydrofuran (1 mL) was added to hydrogen peroxide (30%, 2 mL) followed by NaOH (1.024 ml) and heated to 35° C. for 3 hours. The mixture was poured into dichloromethane (50 mL) and 1N aqueous HCl (25 mL), upon which a precipitate formed. The title compound was extracted into dichloromethane (3×50 mL). The organic layer contained a solid which was collected by filtration and dried to give the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09315488B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-c6f246dae03b4d5983ae62712a8aaa4e
Source note	uspto-grants-2016_04