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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929979Generated: October 26, 2026

Water → 6-Chloro-3-(propan-2-yl)-[1,2,4]triazolo[4,3-b]pyridazine

https://huagongshe.com/reaction/1929979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantIsobutyryl chlorideHCID 62325—
Reactant3-Chloro-6-hydrazinopyridazineHCID 100787—
Solvent1,4-DioxaneHCID 31275—
Product6-Chloro-3-(propan-2-yl)-[1,2,4]triazolo[4,3-b]pyridazineHCID 3973240594%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-chloro-6-hydrazinylpyridazine (200 g, 1.38 mol) and isobutyryl chloride (175 mL, 1.66 mol) in 1,4-dioxane (2 L) was heated at about 90° C. overnight. The suspension was cooled to about 5° C. in an ice bath and then water (2 L) was added followed by slow addition of Na2CO3 (275 g, 2.59 mol). The resulting solution was extracted with DCM (3×1 L). The combined organic extracts were dried over MgSO4, concentrated under reduced pressure, and dried under vacuum overnight to give the title compound (255 g, 94%): LC/MS (Table 1, Method a) Rt=2.04 min; MS m/z: 197.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188083B2
Source datasetuspto-grants-2012_05
ORD IDord-5c4481e9323a444bbbf8452aedf8acc2
Source noteuspto-grants-2012_05