Potassium Carbonate → 4-(tert-butylthio)phthalazin-1(2H)-one

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	4-chlorophthalazin-1(2H)-one	HCID 2775142	—
Reactant	Sodium 2-methyl-2-propanethiolate	HCID 5147913	—
Catalyst	Scandium(III) triflate	HCID 2734571	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	4-(tert-butylthio)phthalazin-1(2H)-one	HCID 70976076	20%

Reaction Conditions

Temperature	160 °C

Reaction Steps

A mixture of 4-chlorophthalazin-1(2H)-one (200 mg, 1.11 mmol), sodium 2-methylpropane-2-thiolate (248 mg, 2.22 mmol), tris(trifluoromethylsulfonyloxy)scandium (54.5 mg, 0.11 mmol) and K2CO3 (308 mg, 2.22 mmol) was heated at 160° C. under microwave condition for 30 minutes. The mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3, dried (Na2SO4), filtered, and chromatographed (0-30% EtOAc/DCM) to give 52 mg (20%) of the title compound as a white solid: MS (DCI) 235 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08859549B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-432221f68edb4850bf7a66283e5b5b6f
Source note	uspto-grants-2014_10