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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521653Generated: October 30, 2026

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

https://huagongshe.com/reaction/1521653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetohydrazideHCID 14039—
Reactant6-Bromo-2-thioxo-1,2,3,4-tetrahydroquinoline-5-carbonitrileHCID 89156054—
Solvent1-ButanolHCID 263—
Product7-Bromo-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline-6-carbonitrileHCID 70977814—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of 6-bromo-2-thioxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (145-3; 0.5 g, 0.00188 mol) in n-butanol (10 mL) was added acetic hydrazide (0.35 g, 0.0047 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): 289.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-f9170e89447b41ae95cf9e06308ca322
Source noteuspto-grants-2015_07