Dimethyl Sulfoxide → 4-[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}3,4-dihydro-2-oxo-4-thioxo-1(2H)-pyrimidinyl]benzoic acid, ethyl ester

https://huagongshe.com/reaction/1531932

Participants

Role	Name	HCID	Charge
Reactant	Dimethyl Sulfoxide	HCID 679	—
Reactant	Cesium carbonate	HCID 10796	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Benzoic acid, 4-fluoro-, ethyl ester	HCID 67976	—
Reactant	5-(5h-Dibenzo[a,d]cyclohepten-5-yl)-2,4(1h,3h)-pyrimidinedione	HCID 11098675	—
Product	4-[5-{5H-Dibenzo[a,d]cyclohepten-5-yl}3,4-dihydro-2-oxo-4-thioxo-1(2H)-pyrimidinyl]benzoic acid, ethyl ester	HCID 131722437	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

A mixture of the product of example 2 step (ii) (1.5 g), potassium carbonate (1.71 g) and ethyl 4-fluorobenzoate (0.835 g) in dimethylsulphoxide (20 ml ) was heated at 100° C. for 20 hours. Cesium carbonate(1.6 g) was added and the mixture heated at 100° C. for 5 hours. The mixture was partitioned between ethyl acetate and water. The organic phase was dried (MgSO4) and evaporated. Purified by chromatography 20-30% ethyl acetate in isohexane. Yield 0.72 g.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06200981B1
Source dataset	uspto-grants-2001_03
ORD ID	ord-364450bf971541bab435e960808421f0
Source note	uspto-grants-2001_03