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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873841Generated: October 29, 2026

Methyl iodide → 6-Amino-2-methyl-2,3-dihydropyridazin-3-one

https://huagongshe.com/reaction/873841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178507783HCID 178507783—
Product6-Amino-2-methyl-2,3-dihydropyridazin-3-oneHCID 1571191224%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 6-aminopyridazin-3-ol (2 g, 18.00 mmol), NaOH (0.720 g, 18.00 mmol) and MeI (1.126 mL, 18.00 mmol) was stirred for 2.5 hr at 85° C. under Ar. The reaction mixture was concentrated. The crude material was purified by silica gel column chromatography (NH3 1%/CH2Cl2/MeOH 4-7%) to afford the title product (538 mg, 4.30 mmol, 24% yield) as a yellow solid. tR: 0.25 min (LC-MS 2); ESI-MS: 126 [M+H]+ (LC-MS 2); Rf=0.36 (CH2Cl2/MeOH 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975417B2
Source datasetuspto-grants-2015_03
ORD IDord-d761cc73a5ee4bb398f5b00ebedd3680
Source noteuspto-grants-2015_03