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2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one
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Name

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

 EINECS 607-089-0
CAS No. 224789-21-3 Density 1.266 g/cm3
PSA 72.28000 LogP 2.74420
Solubility 6.9mg/L at 20℃ Melting Point 198-200 °C
Formula C17H20N4O2 Boiling Point 519.699 °C at 760 mmHg
Molecular Weight 312.371 Flash Point 268.105 °C
Transport Information N/A Appearance Pale yellow solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 224789-21-3 (2-(2-ETHOXYPHENYL)-5-METHYL-7-PROPYL-3H-IMIDAZOL[5,1-F][1,2,4]-TRIAZIN-4-ONE) Hazard Symbols N/A
Synonyms

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one;

Article Data 9

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one Synthetic route

927690-90-2

N-{1-[3-(2-ethoxyphenyl)-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl]ethyl}butyroamide

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
With trichlorophosphate In toluene for 2h; Reflux;78%
With trichlorophosphate
With trichlorophosphate In 1,2-dichloro-ethane for 2h; Reflux;
With trichlorophosphate In 1,2-dichloro-ethane for 2h; Reflux;
865444-90-2

3-(2-ethoxy-benzoylamino)-5-methyl-2-propyl-3H-imidazole-4-carboxamide

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 160℃; for 30h;72%
With potassium tert-butylate In tert-butyl alcohol at 160℃; for 30h; Sealed tube;72%
865444-88-8

5-methyl-2-propyl-3H-imidazole-4-carboxamide

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / dimethylformamide; tetrahydrofuran / 0.17 h / -10 °C
1.2: 41 percent / Ph2P(O)ONH2 / tetrahydrofuran; dimethylformamide / 20 °C
2.1: 52 percent / pyridine / 2 h / 60 °C
3.1: 72 percent / KOtBu / 2-methyl-propan-2-ol / 30 h / 160 °C
View Scheme
865444-89-9

3-amino-5-methyl-2-propyl-3H-imidazole-4-carboxamide

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52 percent / pyridine / 2 h / 60 °C
2: 72 percent / KOtBu / 2-methyl-propan-2-ol / 30 h / 160 °C
View Scheme
146650-89-7

ethyl 5-methyl-2-propyl-3H-imidazole-4-carboxylate

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 53 percent / ammonium hydroxide / 24 h / 130 °C
2.1: lithium hexamethyldisilazane / dimethylformamide; tetrahydrofuran / 0.17 h / -10 °C
2.2: 41 percent / Ph2P(O)ONH2 / tetrahydrofuran; dimethylformamide / 20 °C
3.1: 52 percent / pyridine / 2 h / 60 °C
4.1: 72 percent / KOtBu / 2-methyl-propan-2-ol / 30 h / 160 °C
View Scheme
59875-04-6

2-butyrylaminopropionic acid

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Py; DMAP
2: POCl3
View Scheme
Multi-step reaction with 3 steps
1.1: dmap; pyridine / tetrahydrofuran / 4 h / Reflux
2.1: hydrazine hydrate / ethanol / 20 °C
2.2: 3.25 h / Reflux
3.1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: dmap; pyridine / tetrahydrofuran / 4 h / Reflux
2: ethanol / 3 h / Reflux
3: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme
6609-57-0

2-ethoxybenzonitrile

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: AlMeClNH2
2: N2H4
3: POCl3
View Scheme
Multi-step reaction with 3 steps
1.1: trimethylaluminum; ammonium chloride / toluene / 7 h / 0 - 80 °C
2.1: hydrazine hydrate / ethanol / 20 °C
2.2: 3.25 h / Reflux
3.1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: amino(methyl)aluminum chloride / toluene / 6 h / 80 °C
2.1: hydrazine hydrate / ethanol / 20 °C
2.2: Reflux
3.1: ethanol / 3 h / Reflux
4.1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme
18637-00-8

2-ethoxy-benzamidine hydrochloride

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N2H4
2: POCl3
View Scheme
68282-26-8

ethyl 3-butyramido-2-oxobutyrate

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3
View Scheme
Multi-step reaction with 2 steps
1.1: hydrazine hydrate / ethanol / 20 °C
1.2: 3.25 h / Reflux
2.1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 3 h / Reflux
2: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme
889943-46-8

2-ethoxybenzimidohydrazide

224789-21-3

2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 3 h / Reflux
2: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
View Scheme

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one Chemical Properties


Systematic Name: 2-(2-Ethoxyphenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(1H)-one
SMILES: O=C2/N=C(\Nn1c(nc(c12)C)CCC)c3ccccc3OCC
InChI: InChI=1/C17H20N4O2/c1-4-8-14-18-11(3)15-17(22)19-16(20-21(14)15)12-9-6-7-10-13(12)23-5-2/h6-7,9-10H,4-5,8H2,1-3H3,(H,19,20,22)
InChIKey: YRRWQMBIMZMVDB-UHFFFAOYAC 
Empirical Formula: C17H20N4O2
Molecular Weight: 312.3663
Nominal Mass: 312
Average Mass: 312.3663
Monoisotopic Mass: 312.158626
H bond acceptors: 6
H bond donors: 1
Freely Rotating Bonds: 5
Index of Refraction: 1.632
Molar Refractivity: 88.049 cm3
Molar Volume: 246.814 cm3
Surface Tension: 45.786 dyne/cm
Density: 1.266 g/cm3
Flash Point: 268.105 °C
Enthalpy of Vaporization: 79.252 kJ/mol
Boiling Point: 519.699 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25 °C 
Appearance: Pale Yellow Solid
Melting Point: 198-200 °C
Product Categories of 2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (CAS NO.224789-21-3): Heterocyclic Compounds; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one Uses

  2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (CAS NO.224789-21-3) is used as vardenafil intermediate.

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one Specification

 2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (CAS NO.224789-21-3), its Synonyms are 2-(2-Ethoxyphenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4-ol ; Imidazo[5,1-f][1,2,4]triazin-4(1H)-one, 2-(2-ethoxyphenyl)-5-methyl-7-propyl- ; 2-(2-Ethoxyphenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one .

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