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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873970Generated: October 25, 2026

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

https://huagongshe.com/reaction/873970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Chloro-3-hydrazinyl-4-methylpyridazineHCID 11446490—
SolventDichloromethaneHCID 6344—
Product6-Chloro-3,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazineHCID 1550380685.9%

Reaction Conditions

Temperature115 °C

Reaction Steps

6-chloro-3-hydrazinyl-4-methylpyridazine (Step 111.1) (721 mg, 4.55 mmol) was dissolved in AcOH (15 mL, 262 mmol) and the resulting mixture was heated up and stirred at 115° C. for 1 hr. The reaction was cooled down to RT, diluted with CH2Cl2 and poured into a saturated aq. NaHCO3 solution. The aq. layer was extracted with CH2Cl2. The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title product (752 mg, 3.91 mmol, 84% yield) as grey solid. tR: 0.59 min (LC-MS 2); ESI-MS: 183 [M+H]+ (LC-MS 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975417B2
Source datasetuspto-grants-2015_03
ORD IDord-106a0be2b2bf43a3ab0a6fdcc0b1ced0
Source noteuspto-grants-2015_03