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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 742976Generated: October 29, 2026

1-Bromo-3-chloropropane → 5-Chloro-1-(3-chloropropyl)-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/742976

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantSodium hydrideHCID 24758—
Reactant5-chloro-3,4-dihydroquinolin-2(1H)-oneHCID 19027736—
SolventDimethylformamideHCID 6228—
Product5-Chloro-1-(3-chloropropyl)-3,4-dihydrocarbostyrilHCID 15384087—

Reaction Steps

In the same manner as in Reference Example 1, 60% sodium hydride in oil was added portionwise to a solution of 5-chloro-3,4-dihydrocarbostyril in DMF, the resultant mixture was stirred for 30 minutes, 1-bromo-3-chloropropane was then added, and the resultant mixture was further stirred at 80°-90° C. for 8 hours. The DMF was distilled off under reduced pressure, and the residue was extracted with chloroform. The extract was washed with water and dried (anhydrous magnesium sulfate), the chloroform was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to give 5-chloro-1-(3-chloropropyl)-3,4-dihydrocarbostyril as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556857
Source datasetuspto-grants-1996_09
ORD IDord-15d4a6750ff841deba80664674e45ae0
Source noteuspto-grants-1996_09