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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791186Generated: November 3, 2026

Phosphorus oxychloride → 7-Cyclopentyl-5-ethyl-2-(3-nitrophenyl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

https://huagongshe.com/reaction/1791186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
ReactantN-{1-[3-(3-Nitrophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclopentanecarboxamideHCID 135752527—
Solvent1,1-DichloroethaneHCID 6365—
Product7-Cyclopentyl-5-ethyl-2-(3-nitrophenyl)imidazo[5,1-f][1,2,4]triazin-4(3H)-oneHCID 135752589—

Reaction Conditions

Temperature0 °C

Reaction Steps

3.5 g (9.4 mmol) N-{1-[3-(3-nitrophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}-cyclopentanecarboxamide (Example 19A) are suspended in 60 ml dichloroethane, and 1.45 g (9.4 mmol) phosphoroxychloride are added. The mixture is stirred at reflux for 3 hour. After cooling down to 0° C., 10 ml saturated NaHCO3 (aq) is added dropwise. The mixture is stirred for about 20 min at room temperature and then evaporated to dryness in vacuo. The product is purified by chromatography (flash or column chromatography).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074790B2
Source datasetuspto-grants-2006_07
ORD IDord-cb90fbfc22ad4b189a6629d9ec2fd186
Source noteuspto-grants-2006_07