ethyl [(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate

Base Information

• Chemical Name: ethyl [(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate
• CAS No.: 91759-70-5
• Molecular Formula: C18H17N3O2S
• Molecular Weight: 339.418
• DSSTox Substance ID: DTXSID301198277
• Nikkaji Number: J1.592.967G
• Mol file: 91759-70-5.mol

Synonyms:91759-70-5;Acetic acid, 2-[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)thio]-, ethyl ester;Maybridge3_002705;DTXSID301198277;HMS1438K21;AKOS000273960;CCG-240746;IDI1_014092;ethyl [(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate;Ethyl 2-[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)thio]acetate;ethyl 2-[(4,5-diphenyl-4h-1,2,4-triazol-3-yl)sulfanyl] acetate;[(4,5-Diphenyl-4H-1,2,4-triazole-3-yl)thio]acetic acid ethyl ester

Chemical Property of ethyl [(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 339.10414797
• Heavy Atom Count: 24
• Complexity: 398

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CSC1=NN=C(N1C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of ethyl [(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate

There total 9 articles about ethyl [(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate 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: 98.0%

chloroacetic acid ethyl ester (105-39-5) + 4,5-diphenyl-4H-1,2,4-triazole-3-thiol (6596-82-3) → ethyl 2-[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate (91759-70-5)

Guidance literature:

With potassium carbonate; In acetone; at 20 - 60 ℃; for 11h; chemoselective reaction;

DOI:10.1134/S1070428017060203

Reference yield: 67.8%

4,5-diphenyl-2,4-dihydro-[1,2,4]triazole-3-thione (6596-82-3) + ethyl bromoacetate (105-36-2) → ethyl 2-[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate (91759-70-5)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 17h; Heating;

DOI:10.1007/s00044-012-0302-9

Reference yield:

1-benzoyl-4-phenyl-3-thiosemicarbazide (13153-01-0) → ethyl 2-[(4,5-diphenyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate (91759-70-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. NaOH / 3 h / Heating

2: 91 percent / K₂CO₃ / acetone / 8 h / Heating

With sodium hydroxide; potassium carbonate; In acetone;

DOI:10.1021/jm00378a007

upstream raw materials:

chloroacetic acid ethyl ester

4,5-diphenyl-4H-1,2,4-triazole-3-thiol

benzoic acid ethyl ester

1-benzoyl-4-phenyl-3-thiosemicarbazide

Downstream raw materials:

2-(4,5-Diphenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-1-piperidin-1-yl-ethanone

2-(4,5-Diphenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-N-ethyl-acetamide

2-(4,5-Diphenyl-4H-[1,2,4]triazol-3-ylsulfanyl)-N-(2-hydroxy-ethyl)-acetamide

3,4-diphenyl-1,2,4-triazole-5-mercaptoacetic acid phenylhydrazide