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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35687Generated: October 31, 2026

Acetic Acid → 8-chloro-4,5-dihydro-5-formyl-1-methyl-1H-pyrazolo[4,3-c]quinoline

https://huagongshe.com/reaction/35687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethylhydrazineHCID 6061—
Reactant6-Chloro-1-formyl-3-hydroxymethylene-4-oxo-1,2,3,4-tetrahydroquinolineHCID 73762769—
SolventMethanolHCID 887—
Product8-chloro-4,5-dihydro-5-formyl-1-methyl-1H-pyrazolo[4,3-c]quinolineHCID 2129482261.7%

Reaction Steps

Methylhydrazine (52.5 g) was dropwise to a mixture of 6-chloro-1-formyl-3-hydroxymethylene-4-oxo-1,2,3,4-tetrahydroquinoline (276 g) and acetic acid (13 ml) in methanol (2.76 liters) at 10° C. to 12° C. over a period of 10 minutes. After being stirred for 1.5 hours at the same temperature, the resulting precipitate was collected by filtration, washed with methanol and dried to give 8-chloro-4,5-dihydro-5-formyl-1-methyl-1H -pyrazolo[4,3-c]quinoline (174 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04767780
Source datasetuspto-grants-1988_08
ORD IDord-1c3f8009f6f24e4a9b0e938a341db64b
Source noteuspto-grants-1988_08