1,1'-Carbonyldiimidazole → 2-(4-chlorophenyl)-6-methoxy-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide

Participants

Role	Name	HCID	Charge
Reactant	1,1'-Carbonyldiimidazole	HCID 68263	—
Reactant	2-amino-4-methoxy-N-(4-chlorophenyl)-benzenesulfonamide	HCID 19872518	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	2-(4-chlorophenyl)-6-methoxy-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide	HCID 19872592	90.5%

Reaction Steps

A mixture of 2-amino-4-methoxy-N-(4-chlorophenyl)-benzenesulfonamide (24.37 g) and 1,1'-carbonyldiimidazole (18.93 g) in dried dioxane (500 ml) was refluxed overnight and then concentrated to dryness. The residue was washed with methanol and collected by filtration to yield 2-(4-chlorophenyl)-6-methoxy-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide (23.9 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04889851
Source dataset	uspto-grants-1989_12
ORD ID	ord-34ff190ad66440e08a6c197441587f9e
Source note	uspto-grants-1989_12