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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521565Generated: October 30, 2026

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

https://huagongshe.com/reaction/521565

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 7294318972.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of starting material 6-chloro-3-hydrazinylpyridazine-4-carboxylic acid (4.80 g, 26 mmol) in acetic acid (100 mL) was heated at 100° C. for 3 hours. The mixture was cooled to room temperature, concentrated in vacuum to give the crude product, which was washed by PE (50 mL) first, then recrystallized from MeOH to give product 6-chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine-8-carboxylic acid as a yellow solid (4.00 g, 72.5%). 1H NMR (300 MHz, DMSO) δ: 7.2 (s, 1H), 2.66 (s, 3H). LRMS (M+H+) m/z: calcd 213; found 213.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328117B2
Source datasetuspto-grants-2016_05
ORD IDord-63f4258360104d489e53c1fceaab83c5
Source noteuspto-grants-2016_05