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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521667Generated: October 30, 2026

Acetohydrazide → 7-Bromo-6-cyclopropyl-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline

https://huagongshe.com/reaction/1521667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydrazideHCID 14039—
Reactant6-bromo-5-cyclopropyl-3,4-dihydroquinoline-2(1H)-thioneHCID 89961626—
Solvent1-ButanolHCID 263—
Product7-Bromo-6-cyclopropyl-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolineHCID 70977991—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of 6-bromo-5-cyclopropyl-3,4-dihydroquinoline-2(1H)-thione (147-7; 0.6 g, 0.00212 mol) in n-butanol (10 mL) was added acetic hydrazide (0.3 g, 0.005 mol). Reaction mass was warmed at 120° C. for 16 h. The reaction mixture was concentrated and directly purified by silica gel column chromatography to obtain title compound. MS (M+1): 305.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-a4f18ec2101b4e8ba47d9f4909e7c251
Source noteuspto-grants-2015_07