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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727792Generated: October 29, 2026

Dimethylformamide → HCID 131716995, compound

https://huagongshe.com/reaction/727792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(3-Chloropropyl)morpholineHCID 95834—
ReactantHCID 135816633HCID 135816633—
SolventWaterHCID 962—
ProductHCID 131716995HCID 13171699530.6%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a mixture of 1.4 g of 8-hydroxy-2-(2-pyridyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one, 1.4 g of potassium carbonate and 30 ml of dimethylformamide is added 1.3 g of N-(3-chloropropyl)morpholine, and the mixture is stirred at 55° C. for 3 hours. After the completion of the reaction, water is added to the reaction mixture and the mixture is extracted with ethyl acetate. The extract is washed with water and dried over magnesium sulfate. The solvent is distilled off under reduced pressure. The obtained oily substance is purified by silica gel column chromatography (chloroform : methanol =10 : 1) and converted into the hydrochloride in methanol, which is recrystallized from methanol to give 0.6 g of 8-(3-morpholinopropoxy)-2-(2-pyridyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one. dihydrochloride.dihydrate as white crystals, m.p. 201°-202° C. (decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05045541
Source datasetuspto-grants-1991_09
ORD IDord-7cffa23dfa6944f0861fcf7c37eb8a1c
Source noteuspto-grants-1991_09