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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521560Generated: October 31, 2026

Acetic Acid → 6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid

https://huagongshe.com/reaction/521560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant6-Chloro-3-hydrazinylpyridazine-4-carboxylic acidHCID 20538578—
Product6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acidHCID 7294318973%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 6-chloro-3-hydrazinylpyridazine-4-carboxylic acid (4.8 g; crude product) in AcOH (100 mL) was heated at 100° C. for 3 h. The mixture was cooled to room temperature and concentrated to remove the solvent. Then the residue was washed by petroleum ether (50 mL) and recrystallized from MeOH to give the pure 6-chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid (4.0 g, 73% yield over two steps). 1H NMR (300 MHz, DMSO-d6): δ 7.2 (s, 1H), 2.66 (s, 3H). LRMS [M+H]+: 212 m/z.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328117B2
Source datasetuspto-grants-2016_05
ORD IDord-db54539e3b984eef8d2e0984425e3ebb
Source noteuspto-grants-2016_05