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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875085Generated: October 25, 2026

Potassium Acetate → Ethyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

https://huagongshe.com/reaction/875085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium AcetateHCID 517044—
Reactantethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylateHCID 67075650—
ReactantHCID 178485225HCID 178485225—
SolventDimethylformamideHCID 6228—
ProductEthyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 4514160674%

Reaction Conditions

Temperature90 °C

Reaction Steps

9 g (69 mmol) of ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 350 mL of anhydrous dimethylformamide and 13.4 g of anhydrous potassium acetate (138 mmol) and 19.18 g (69 mmol) of methylisothiourea sulfate were added. The mixture was maintained at 90° C. under stirring for 8 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was dried over Na2SO4 and evaporated. The crude was finally triturated with diethyl ether and collected by filtration to give 15.5 g (74% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981089B2
Source datasetuspto-grants-2015_03
ORD IDord-bb24d3248f5f4e25bdc15c9338ff4ce2
Source noteuspto-grants-2015_03