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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521648Generated: October 30, 2026

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

https://huagongshe.com/reaction/1521648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydrazideHCID 14039—
Reactant6-bromo-5-chloro-3,4-dihydroquinoline-2(1H)-thioneHCID 89961706—
Solvent1-ButanolHCID 263—
Product7-Bromo-6-chloro-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolineHCID 70978165—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of 6-bromo-5-chloro-3,4-dihydroquinoline-2(1H)-thione (143-6; 0.3 g, 0.0012 mol) in n-butanol (10 mL) was added acetic hydrazide (0.2 g, 0.00213 mol). Reaction mass was heated 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): 298.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-d32067c7a7654c89a5f44ef879dbf804
Source noteuspto-grants-2015_07