5-Ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one

Base Information

• Chemical Name: 5-Ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one
• CAS No.: 95885-13-5
• Molecular Formula: C12H15N3O2
• Molecular Weight: 233.27
• Hs Code.: 29147000
• European Community (EC) Number: 414-470-3
• DSSTox Substance ID: DTXSID50275620
• Nikkaji Number: J1.628.511K
• Wikidata: Q72471015
• Mol file: 95885-13-5.mol

Synonyms:95885-13-5;5-ETHYL-2,4-DIHYDRO-4-(2-PHENOXYETHYL)-3H-1,2,4-TRIAZOL-3-ONE;5-ETHYL-4-(2-PHENOXYETHYL)-1,2,4-TRIAZOL-3-ONE;3-ethyl-4-(2-phenoxyethyl)-1H-1,2,4-triazol-5-one;5-Ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazole-3-one (EPT);3-Ethyl-4-(2-phenoxyethyl)-1H-1,2,4-triazol-5(4H)-one;EC 414-470-3;3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one;5-Ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3-one;5-ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3h-1,2,4-triazole-3-one;Oprea1_144600;MLS006011369;SCHEMBL8478100;DTXSID50275620;AKOS015907069;AC-15489;AS-71288;SMR004703204;CS-0335854;FT-0642314;4-(2-Phenoxyethyl)-5-ethyl-1,2,4-triazol-3-one;J-517472;5-Ethyl-4-(2-phenoxyethyl)-4H-1,2,4-triazol-3-ol;5-ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3(4H)-one;4-(2-Phenoxyethyl)-5-ethyl-2H-1,2,4-triazole-3(4H)-one;5-ethyl-4(2-phenoxyethyl)-2,4-dihydro-1,2,4-triazole-3-one;5-ethyl-4-(2-phenoxyethyl)-1,2,4-triazol-3-one, AldrichCPR;5-ethyl-4-(2-phenoxyethyl)-2h-1,2,4-triazole-3(4h)-one;5-Ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

Chemical Property of 5-Ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one

Chemical Property:

• Melting Point: 136-140 °C
• Refractive Index: 1.591
• PKA: 8.98±0.20(Predicted)
• PSA: 59.91000
• Density: 1.21 g/cm³
• LogP: 1.21280
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 233.116426730
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

99.9% ^*data from raw suppliers

4-(2-Phenoxyethyl)-5-ethyl-1,2,4-triazol-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NNC(=O)N1CCOC2=CC=CC=C2
• Uses: 4-(2-Phenoxyethyl)-5-ethyl-1,2,4-triazol-3-one is used as a reagent to synthesize Nefazodone (N389100), a 5HT2-receptor antagonist and a serotonin selective reuptake inhibitor used to treat depression.

Technology Process of 5-Ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-one

There total 6 articles about 5-Ethyl-2,4-dihydro-4-(2-phenoxyethyl)-3H-1,2,4-triazol-3-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: 64.0%

1-propionyl-4-(2-phenoxyethyl)semicarbazide (95885-12-4) → 5-ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3(4H)-one (95885-13-5)

Guidance literature:

With potassium hydroxide; In water; at 95 - 96 ℃; for 0.666667h;

DOI:10.1002/jhet.5570220440

Reference yield:

2-phenoxyethylisocyanate (4747-92-6) → 5-ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3(4H)-one (95885-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 0.25 h / ice bath

2: 64 percent / KOH / H₂O / 0.67 h / 95 - 96 °C

With potassium hydroxide; In water; toluene;

DOI:10.1002/jhet.5570220440

Reference yield:

N-(2-phenoxyethyl)propionamide (99153-71-6) → 5-ethyl-4-(2-phenoxyethyl)-2H-1,2,4-triazol-3(4H)-one (95885-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: phosgene, imidazole / CH₂Cl₂ / 2.5 h / 25 °C

2: CH₂Cl₂ / 16 h / 25 °C

3: 1) 50percent aq. NaOH / 1) water-methylene chloride, 2) xylene, reflux, 2.5 h

With 1H-imidazole; phosgene; sodium hydroxide; In dichloromethane;

DOI:10.1002/jhet.5570220440

upstream raw materials:

1-propionyl-4-(2-phenoxyethyl)semicarbazide

methyl <1-<(2-phenoxyethyl)amino>propylidene>hydrazinecarboxylate hydrochloride

2-phenoxyethylisocyanate

N-(2-phenoxyethyl)propionamide

Downstream raw materials:

BMY 13754

BMS-183562

nefazadone

Refernces

• 1、 -. "1,2,4-TRIAZOL-3-ONE ANTIDEPRESSANTS". . . Retrieved 2008/06/13.