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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330354Generated: October 31, 2026

N-[[(E)-but-2-enylidene]amino]pyridine-3-carboxamide → (5-Methyl-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-3-yl)methanone

https://huagongshe.com/reaction/330354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[[(E)-but-2-enylidene]amino]pyridine-3-carboxamideHCID 67834889—
Solvent1,1'-Biphenyl;ethoxyethaneHCID 66588742—
Product(5-Methyl-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-3-yl)methanoneHCID 307846842.1%

Reaction Steps

Nineteen grams of this hydrazone was suspended in 50 ml of biphenyl ether, followed by stirring at 200°-220° C. (bath temperature) for 3 hours. After cooling, the reaction liquid was purified by silica gel chromatography (CHCl3 :MeOH=100:1). Thus there was obtained 8.0 g of 1-nicotinoyl-5-methyl-2-pyrazoline in the form of an oil (bp. 143°-145° C./0.3 mmHg). The yield was 42.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895947
Source datasetuspto-grants-1990_01
ORD IDord-472ef001f2dc40c8aedb26b35efe49aa
Source noteuspto-grants-1990_01