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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462411Generated: October 31, 2026

Hydrazinecarboxylic acid, ethyl ester → 6-(p-Bromophenyl)-2-ethyl-7-methyl-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one

https://huagongshe.com/reaction/462411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazinecarboxylic acid, ethyl esterHCID 20064—
Reactant6-(p-bromophenyl)-7-methyl-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-oneHCID 20398288—
Reactant3-(p-Bromophenyl)-6-chloro-4-methylpyridazineHCID 20398289—
Solvent1-ButanolHCID 263—
Product6-(p-Bromophenyl)-2-ethyl-7-methyl-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-oneHCID 13424601—

Reaction Steps

A mixture comprising 328 g. of 3-(p-bromophenyl)-6-chloro-4-methylpyridazine (U.S. Pat. No. 4,092,311), 242 g. of ethyl carbazate and 2 liters of butanol is stirred at reflux for 4 days, then cooled in an ice bath. The resulting solid is collected by filtration and air dried, giving 269 g. of 6-(p-bromophenyl)-7-methyl-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04515791
Source datasetuspto-grants-1985_05
ORD IDord-d6682ab3a24e4b729f4473a4e4706efd
Source noteuspto-grants-1985_05