Isobutyl iodide → 2-(4-chlorophenyl)-4-methyl-6-(2-methylpropoxy)-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide

Participants

Role	Name	HCID	Charge
Reactant	Isobutyl iodide	HCID 10556	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2-(4-chlorophenyl)-6-hydroxy-4-methyl-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide	HCID 19872477	—
Solvent	Formamide	HCID 713	—
Product	2-(4-chlorophenyl)-4-methyl-6-(2-methylpropoxy)-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide	HCID 9843609	58%

Reaction Conditions

Temperature	60 °C

Reaction Steps

A suspension of 2-(4-chlorophenyl)-6-hydroxy-4-methyl-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide (250 mg), potassium carbonate (122 mg) and 1-iodoisobutane (163 mg) in N,Ndimethyl formamide (1 ml) was stirred for 2 hours at 60° C. The mixture was poured into ice water. The separated solid was collected by filtration, dried, and recrystallized from ethanol to yield 2-(4-chlorophenyl)-4-methyl-6-(2-methylpropoxy)-2H-1,2,4-benzothiadiazine-3(4H)-one 1,1-dioxide (169 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04889851
Source dataset	uspto-grants-1989_12
ORD ID	ord-ebd64f967cde4772ba2d701b359d0b01
Source note	uspto-grants-1989_12