4-amino-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione

Base Information

• Chemical Name: 4-amino-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione
• CAS No.: 105686-75-7
• Molecular Formula: C8H7N5O2S
• Molecular Weight: 237.242
• DSSTox Substance ID: DTXSID00443453
• Wikidata: Q82261287
• Mol file: 105686-75-7.mol

Synonyms:105686-75-7;ST50426677;DTXSID00443453;4-amino-5-(3-nitrophenyl)-4H-1,2,4-triazole-3-thiol

Chemical Property of 4-amino-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 237.03204566
• Heavy Atom Count: 16
• Complexity: 353

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C2=NNC(=S)N2N

Technology Process of 4-amino-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione

There total 8 articles about 4-amino-3-(3-nitrophenyl)-1H-1,2,4-triazole-5-thione 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: 82.0%

5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol (41421-07-2) → 5-(3-nitrophenyl)-4-amino-1,2,4-triazole-3-thiol (105686-75-7)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

Reference yield:

3-nitrobenzoic acid (121-92-6) → 5-(3-nitrophenyl)-4-amino-1,2,4-triazole-3-thiol (105686-75-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Acidic conditions

2: hydrazine hydrate

3: potassium hydroxide

4: hydrazine hydrate

With hydrazine hydrate; potassium hydroxide;

DOI:10.3390/molecules16021297

Reference yield:

methyl 3-nitrobenzoate (618-95-1) → 5-(3-nitrophenyl)-4-amino-1,2,4-triazole-3-thiol (105686-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate

2: potassium hydroxide

3: hydrazine hydrate

With hydrazine hydrate; potassium hydroxide;

DOI:10.3390/molecules16021297

upstream raw materials:

ethyl 3-nitrobenzoate

3-nitrobenzoic acid hydrazide

carbon disulfide

methyl 3-nitrobenzoate

Downstream raw materials:

6-((1H-benzo[d][1,2,3]triazol-1-yl)methyl)-3-(3-nitrophenyl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole

Refernces

• 1、 Hasan, Aurangzeb,Sheikh, Md Rezaul Karim,Gapil, Shelly. "Synthesis, characterization and evaluation of some 5-substituted 1,3,4-oxadiazole-2-thioesters as antifungal agents". experimental part. p. 2573 - 2578. Retrieved 2012/09/07.
• 2、 Hasan, Aurangzeb,Akhtar, Mohammad Nadeem,Gapil, Shelly. "Synthesis, characterization and antifungal activity of some 5-substituted 4-amino-1,2,4-triazole-3-thiols". . p. 5471 - 5476. Retrieved 2012/07/27.