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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714680Generated: October 30, 2026

Sodium Methoxide → 5-(4-Chlorophenyl)-4-cyclopropyl-2-{[5-(2,6-dichlorobenzyl)-4H-1,2,4-triazol-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

https://huagongshe.com/reaction/714680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant(2,6-Dichlorophenyl)ethanimidamide--hydrogen chloride (1/1)HCID 12690064—
Reactant2-[3-(4-Chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetohydrazideHCID 67406141—
SolventMethanolHCID 887—
Product5-(4-Chlorophenyl)-4-cyclopropyl-2-{[5-(2,6-dichlorobenzyl)-4H-1,2,4-triazol-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 178517578—

Reaction Steps

58 mg (0.24 mmol) of 2-(2,6-dichlorophenyl)ethaneimidamide hydrochloride were initially charged in 1 ml of dry methanol, 66 μl (0.24 mmol) of a 25% strength methanolic sodium methoxide solution were added and the mixture was stirred at RT for 1 h. 50 mg (0.16 mmol) of the compound from Example 21A, dissolved in 0.6 ml of methanol, were then added. The reaction was stirred at room temperature overnight. The precipitated colorless solid was filtered off with suction, washed with a little methanol and dried under high vacuum. The solid was then suspended in xylene and stirred under reflux for 4 h. After cooling, the mixture was concentrated under reduced pressure and the residue was purified by chromatography [Method 19]. This gave 30 mg (39% of theory) of the target compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187466B2
Source datasetuspto-grants-2015_11
ORD IDord-99ce65742e014b9ca3f5dbbc543efb3e
Source noteuspto-grants-2015_11