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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846027Generated: November 2, 2026

Ethyl orthoformate → Ethyl (3,5-dichloropyridazin-4-yl)imidoformate

https://huagongshe.com/reaction/1846027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant3,5-Dichloro-1,4-dihydropyridazin-4-imineHCID 6403201—
ProductEthyl (3,5-dichloropyridazin-4-yl)imidoformateHCID 8672325060%

Reaction Steps

To a stirred suspension of 3,5-dichloro-4-aminopyridazine (5 g, 31 mmol) in triethyl orthoformate (205 mL) was added pyridinium para-toluenesulfonate (387 mg, 1.5 mmol) and the resultant solution was heated at 100° C. for 16 hours. The reaction mixture was cooled to room temperature then evaporated in vacuo and the crude residue was purified by silica gel column chromatography eluting with hexane:EtOAc (80:20) to afford the title compound as a light brown oil in 60% yield, 4 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952008B2
Source datasetuspto-grants-2015_02
ORD IDord-86ad46f5e07143a6b5022896ce376654
Source noteuspto-grants-2015_02