Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369426Generated: November 4, 2026

Triethylamine hydrochloride → 6-Chloro-3-(2-fluorophenyl)-7-(thien-2-yl)-1,2,4-triazolo[4,3-b]pyridazine

https://huagongshe.com/reaction/1369426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
Reactant2-FluorobenzhydrazideHCID 136288—
Reactant3,6-Dichloro-4-(thien-2-yl)pyridazineHCID 22609950—
SolventP-XyleneHCID 7809—
Product6-Chloro-3-(2-fluorophenyl)-7-(thien-2-yl)-1,2,4-triazolo[4,3-b]pyridazineHCID 2260989626%

Reaction Steps

A mixture of 3,6-dichloro-4-(thien-2-yl)pyridazine from above (0.5 g, 2.1 mmol), 2-fluorobenzhydrazide (0.66 g, 4,3 mmol) and triethylamine hydrochloride (0.59 g, 4,3 mmol) in p-xylene (10 ml) was stirred and heated at reflux under nitrogen for 30 hours. Upon cooling the volatiles were removed in vacuo. The residue was partly purified by chromatography on silica gel eluting with 50%→66%→100% ethyl acetate-hexane to give the title compound as a yellow solid (0.19 g, 26%). MS (ES+) m/e 331 [MH]+, 333 [MH]+. This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06579875B1
Source datasetuspto-grants-2003_06
ORD IDord-ca4609a0d96f4e4fbda64e55736a09d7
Source noteuspto-grants-2003_06