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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521631Generated: October 31, 2026

Acetohydrazide → 7-Bromo-9-fluoro-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline

https://huagongshe.com/reaction/1521631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydrazideHCID 14039—
Reactant6-bromo-8-fluoro-3,4-dihydroquinoline-2(1H)-thioneHCID 89156071—
Solvent1-ButanolHCID 263—
Product7-Bromo-9-fluoro-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolineHCID 70978052—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of 6-bromo-8-fluoro-3,4-dihydroquinoline-2(1H)-thione (109-4; 3.0 g, 0.011 mol) in n-butanol (25 mL) was added acetic hydrazide (4.81 g, 0.065 mol) and then followed by the addition of molecular sieves. Reaction mass was heated to 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): 284.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-8fac951b220944dc8a63c6884d37f91d
Source noteuspto-grants-2015_07