5-(4-nitrophenyl)-4-phenyl-4H-1,2,4-triazole-3-thiol

Base Information

• Chemical Name: 5-(4-nitrophenyl)-4-phenyl-4H-1,2,4-triazole-3-thiol
• CAS No.: 93378-57-5
• Molecular Formula: C₁₄H₁₀N₄O₂S
• Molecular Weight: 298.325
• DSSTox Substance ID: DTXSID501168856
• ChEMBL ID: CHEMBL1618258
• Mol file: 93378-57-5.mol

Synonyms:5-(4-nitrophenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione;NPDTT

Chemical Property of 5-(4-nitrophenyl)-4-phenyl-4H-1,2,4-triazole-3-thiol

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 298.05244675
• Heavy Atom Count: 21
• Complexity: 448

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=NNC2=S)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 5-(4-nitrophenyl)-4-phenyl-4H-1,2,4-triazole-3-thiol

There total 5 articles about 5-(4-nitrophenyl)-4-phenyl-4H-1,2,4-triazole-3-thiol 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: 90.0%

1-(p-nitrobenzoyl)-4-phenyl-3-thiosemicarbazide (17050-22-5) + phenyl isothiocyanate (103-72-0) → 5-(4-nitrophenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione (93378-57-5)

Guidance literature:

With potassium hydroxide; silica gel; for 0.1h; microwave irradiation;

DOI:10.1080/10426500500542992

Reference yield: 74.0%

phenyl isothiocyanate (103-72-0) + N-amino-(4-nitrophenyl)carboxamide (636-97-5) → 5-(4-nitrophenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione (93378-57-5)

Guidance literature:

In glycerol; at 100 ℃;

DOI:10.1016/j.molstruc.2020.128273

Reference yield:

N-amino-(4-nitrophenyl)carboxamide (636-97-5) → 5-(4-nitrophenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione (93378-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / SiO₂ / 0.13 h / microwave irradiation

2: 90 percent / aq. KOH; SiO₂ / 0.1 h / microwave irradiation

With potassium hydroxide; silica gel;

DOI:10.1080/10426500500542992

upstream raw materials:

1-(p-nitrobenzoyl)-4-phenyl-3-thiosemicarbazide

phenyl isothiocyanate

N-amino-(4-nitrophenyl)carboxamide