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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455090Generated: October 30, 2026

Dimethylformamide → 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

https://huagongshe.com/reaction/1455090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAzanium;hydrateHCID 22024077—
ReactantEthyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 45141606—
SolventMethanolHCID 887—
Product1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamideHCID 4514160752%

Reaction Conditions

Temperature65 °C

Reaction Steps

13.00 g (0.043 mol) of ethyl 1-methyl-8-(methylthio)-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate were suspended in a mixture of 200 mL of methanol, 200 mL of dimethylformamide and 200 mL of ammonium hydrate 30%. The mixture was stirred at 65° C. in a closed bottle for about 8 hours. The solvent was then evaporated to dryness, the residue redissolved with dichloromethane and washed with water. The organic layer was dried over Na2SO4 and evaporated. The crude was purified by chromatography on a silica gel column eluted by a mixture cyclohexane/ethyl acetate, giving 6.16 g (52% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07482354B2
Source datasetuspto-grants-2009_01
ORD IDord-931a9a2b18384b0fa93253c7e3d5e861
Source noteuspto-grants-2009_01