2-(2-ETHOXYPHENYL)-5-METHYL-7-PROPYL-3H-IMIDAZOL[5,1-F][1,2,4]-TRIAZIN-4-ONE

Base Information

• Chemical Name: 2-(2-ETHOXYPHENYL)-5-METHYL-7-PROPYL-3H-IMIDAZOL[5,1-F][1,2,4]-TRIAZIN-4-ONE
• CAS No.: 224789-21-3
• Molecular Formula: C17H20N4O2
• Molecular Weight: 312.371
• Hs Code.: 2933990090
• Mol file: 224789-21-3.mol

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

Chemical Property of 2-(2-ETHOXYPHENYL)-5-METHYL-7-PROPYL-3H-IMIDAZOL[5,1-F][1,2,4]-TRIAZIN-4-ONE

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 198-200 °C
• Refractive Index: 1.632
• Boiling Point: 519.699 °C at 760 mmHg
• PKA: 10.08±0.20(Predicted)
• Flash Point: 268.105 °C
• PSA: 72.28000
• Density: 1.266 g/cm³
• LogP: 2.74420
• Storage Temp.: -20°C Freezer
• Water Solubility.: 6.9mg/L at 20℃

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Vardenafil intermediate 2-(2-Ethoxyphenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one is a Vardenafil (V098001) intermediate.

Technology Process of 2-(2-ETHOXYPHENYL)-5-METHYL-7-PROPYL-3H-IMIDAZOL[5,1-F][1,2,4]-TRIAZIN-4-ONE

There total 21 articles about 2-(2-ETHOXYPHENYL)-5-METHYL-7-PROPYL-3H-IMIDAZOL[5,1-F][1,2,4]-TRIAZIN-4-ONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

N-{1-[3-(2-ethoxyphenyl)-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl]ethyl}butyroamide (927690-90-2) → 2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (224789-21-3)

Guidance literature:

With trichlorophosphate; In toluene; for 2h; Reflux;

DOI:10.1016/j.tet.2012.11.037

Reference yield: 72.0%

3-(2-ethoxy-benzoylamino)-5-methyl-2-propyl-3H-imidazole-4-carboxamide (865444-90-2) → 2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (224789-21-3)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 160 ℃; for 30h;

DOI:10.1021/jo051014w

Reference yield:

2-butyrylaminopropionic acid (59875-04-6,136897-41-1) + 2-ethoxy-benzamidine hydrochloride (18637-00-8) + Ethyl oxalyl chloride (4755-77-5) → 2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one (224789-21-3)

Guidance literature:

With pyridine; sodium hydrogencarbonate; hydrazine hydrate; trichlorophosphate; In tetrahydrofuran; ethanol; ethyl acetate; 1,2-dichloro-ethane;

upstream raw materials:

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

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

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

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

Downstream raw materials:

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonic acid chloride

C₂₅H₃₄N₆O₆S

2-(4-(4-ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[1,5-f][1,2,4]triazin-2-yl)phenylsulfonyl)piperazin-1-yl)acetic acid

4-(5-thioxo-5H-1,2-dithiol-3-yl)phenyl 2-(4-(4-ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[1,5-f][1,2,4]triazin-2-yl)phenylsulfonyl)piperazin-1-yl)acetate

Refernces

• 1、 -. "NOVEL COMPOUNDS FOR USE IN COGNITION IMPROVEMENT". Page/Page column 70; 71. . Retrieved 2016/04/19.
• 2、 Olszewska, Teresa,Gajewska, Ewa P.,Milewska, Maria J.. "Alternative method for the synthesis of imidazo[5,1-f][1,2,4]triazin-4(3H)- one - A substrate for the preparation of phosphodiesterase (5) inhibitors". . p. 474 - 480. Retrieved 2013/02/23.