2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylphenyl)acetamide

Base Information

• Chemical Name: 2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylphenyl)acetamide
• CAS No.: 333418-84-1
• Molecular Formula: C₁₈H₁₉N₅OS
• Molecular Weight: 353.448
• European Community (EC) Number: 649-339-1
• Mol file: 333418-84-1.mol

Synonyms:333418-84-1;2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylphenyl)acetamide;2-((4-Ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(p-tolyl)acetamide;CBKinase1_003173;CBKinase1_015573;SCHEMBL13737637;STL357481;AKOS000569759;BRD-K49140333-001-01-8;2-((4-ET-5-(3-PYRIDINYL)-4H-1,2,4-TRIAZOL-3-YL)THIO)-N-(4-METHYLPHENYL)ACETAMIDE

Chemical Property of 2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylphenyl)acetamide

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 353.13103142
• Heavy Atom Count: 25
• Complexity: 430

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCN1C(=NN=C1SCC(=O)NC2=CC=C(C=C2)C)C3=CN=CC=C3

Technology Process of 2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylphenyl)acetamide

There total 7 articles about 2-{[4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}-N-(4-methylphenyl)acetamide 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: 77.0%

4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol (26131-68-0) + p-toluidine (106-49-0,12221-03-3) + chloroacetyl chloride (79-04-9) → 2-((4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(p-tolyl)acetamide (333418-84-1)

Guidance literature:

p-toluidine; chloroacetyl chloride; With triethylamine; In dichloromethane; for 2h;

4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol; With caesium carbonate; In acetonitrile; for 16h;

Reference yield:

Nicotinic acid hydrazide (553-53-7) → 2-((4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(p-tolyl)acetamide (333418-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 0.25 h / 150 °C / Microwave irradiation

1.2: 16 h / Reflux

2.1: caesium carbonate / acetonitrile / 16 h

With caesium carbonate; In acetonitrile;

DOI:10.1016/j.bmcl.2014.04.081

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2-((4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(p-tolyl)acetamide (333418-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 2 h

2: caesium carbonate / acetonitrile / 16 h

With caesium carbonate; triethylamine; In acetonitrile;

DOI:10.1016/j.bmcl.2014.04.081

upstream raw materials:

methyl 3-pyridinecarboxylate

Nicotinic acid hydrazide

4-ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol

N-(p-tolyl)-2-chloroacetamide