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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1680952Generated: October 30, 2026

Ethyl orthoformate → 7-Chloro-3-methyl-3H-imidazo[4,5-h]quinoline

https://huagongshe.com/reaction/1680952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantHCID 14802295HCID 14802295—
Product7-Chloro-3-methyl-3H-imidazo[4,5-h]quinolineHCID 14802296—

Reaction Conditions

Temperature0 °C

Reaction Steps

24.9 g (0.12 mol) of 8-amino-3-chloro-7-methylaminoquinoline and 107 g (0.72 mol) of triethyl orthoformate are heated at 100° C. for 30 min. The mixture is then cooled to 0° C., and the precipitate (32 g) is filtered off with suction. The mother liquor is concentrated under reduced pressure, and the residue is recrystallized from ethyl acetate/petroleum ether. The two solids obtained in this way are identical. Yield: 48.5 g (82%); melting point 188° to 189° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05167695
Source datasetuspto-grants-1992_12
ORD IDord-f26232d5d7054dee91395a2e9957d7b7
Source noteuspto-grants-1992_12