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

HRID 7572Notes

Reaction equation

HRID 7572 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[NH:15][C:14](=[O:16])[C:13]([CH:17]([NH:20][C:21]([CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=O)[CH2:18][CH3:19])=[N:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].P(Cl)(Cl)(Cl)=O>>[CH:23]1([C:21]2[N:12]3[C:13]([C:14](=[O:16])[NH:15][C:10]([C:6]4[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=4)=[N:11]3)=[C:17]([CH2:18][CH3:19])[N:20]=2)[CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135752527N-{1-[3-(3-Nitrophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclopentanecarboxamide

Product 1

HCID 1357525897-Cyclopentyl-5-ethyl-2-(3-nitrophenyl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one

Procedure

In analogy to the procedure for Example 1, 3.5 g (9.4 mmol) N-{1-[3-(3-nitrophenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclopentanecarboxamide, 1.45 g (9.4 mmol) phosphoric trichloride are stirred at reflux for 3 hours, proportionate amounts of the solvents are used.

Workup

  1. temperatureat reflux for 3 hours

Sources & evidence

ORD record
ord-957348d4cf7349169adb2c6f0a7e9edb
Source dataset
uspto-grants-2006_08
Patent number
US07087605B2

Reaction notes

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