1,2,4-Thiadiazole

Base Information

• Chemical Name: 1,2,4-Thiadiazole
• CAS No.: 288-92-6
• Molecular Formula: C₂H₂N₂S
• Molecular Weight: 86.1173
• DSSTox Substance ID: DTXSID50182986
• Nikkaji Number: J5.457G
• Wikidata: Q27120311
• Metabolomics Workbench ID: 56316
• Mol file: 288-92-6.mol

Synonyms:1,2,4-Thiadiazole;288-92-6;CHEBI:39471;DTXSID50182986;Q27120311

Chemical Property of 1,2,4-Thiadiazole

Chemical Property:

• Vapor Pressure: 13.5mmHg at 25°C
• Melting Point: -33°C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 127.6°Cat760mmHg
• Flash Point: 39.2°C
• PSA: 54.02000
• Density: 1.317g/cm³
• LogP: 0.53810
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 85.99386925
• Heavy Atom Count: 5
• Complexity: 30.8

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NSC=N1
• Description: 1,2,4-Thiadiazole is a five-membered, unsaturated, conjugated heteroaromatic, consisting of one sulfur atom and two nitrogen atoms in which one is adjacent to sulfur and the other is one carbon apart in the ring. It is a π-excessive heterocycle but relatively π deficient at carbon atoms. The π electron density at C5 is lowest (0.7888) and therefore nucleophilic substitution is facile at this site.
• Physical properties: The chemical shift for C3-H appeared at δ 8.66 ppm in 5-phenyl-1,2,4-thiadiazole, while the C5-H proton resonated further downfield at δ 9.9 ppm in 3-phenyl-1,2,4-thiadiazole. This indicated that C5-H is highly deshielded compared to C3-H. A comparative study of the 13C spectra of a variety of 1,2,4-thiadiazoles revealed that generally C3 resonated (δ 148–188 ppm) upfield compared to C5 (δ 161–201 ppm).

Technology Process of 1,2,4-Thiadiazole

There total 2 articles about 1,2,4-Thiadiazole 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:

5-bromo-1,2,4-thiadiazole (43201-13-4) → 1,2,4-thiadiazole (288-92-6)

Guidance literature:

With methanol; nickel; triethylamine; Hydrogenation;

Reference yield:

→ 1,2,4-thiadiazole (288-92-6)

Guidance literature:

upstream raw materials:

5-bromo-1,2,4-thiadiazole

Refernces

• 1、 -. "Substituted amino methyl factor Xa inhibitors". . . Retrieved 2008/06/13.
• 2、 -. "Heteroaryl- phenyl heterobicyclic factor Xa inhibitors". . . Retrieved 2008/06/13.