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

To a solution of EXAMPLE 38A (0.455 g) in ethanol (3 mL) and tetrahydrofuran (1 mL) was added hydrogen peroxide (30% in water, 2 mL) followed by 1 N aqueous NaOH (1.024 ml) and heated to 35° C. for 3 hours. The reaction was poured into dichloromethane (50 mL) and 1N aqueous HCl (25 mL). The aqueous layer was extracted with dichloromethane (3×50 mL). The precipitate contained in the combined organic layers was collected by filtration to give the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09174982B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-88f1c61a13294bb98403d090e60d3a66
Source note	uspto-grants-2015_11