2,1,3-Benzothiadiazole

Base Information

• Chemical Name: 2,1,3-Benzothiadiazole
• CAS No.: 273-13-2
• Molecular Formula: C₆H₄N₂S
• Molecular Weight: 136.177
• Hs Code.: 29349990
• European Community (EC) Number: 205-985-2
• NSC Number: 43636,679
• UNII: 8FTH8AJA9H
• DSSTox Substance ID: DTXSID3059767
• Nikkaji Number: J5.448H
• Wikipedia: 2,1,3-Benzothiadiazole
• Wikidata: Q72445613
• ChEMBL ID: CHEMBL283327
• Mol file: 273-13-2.mol

Synonyms:1,2,3-benzothiadiazole;2,1,3-benzothiadiazole;benzo-1,2,3-thiadiazole;benzothiadiazole

Chemical Property of 2,1,3-Benzothiadiazole

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.348mmHg at 25°C
• Melting Point: 42-44 °C(lit.)
• Refractive Index: 1.705
• Boiling Point: 206 °C at 760 mmHg
• PKA: 0.37±0.33(Predicted)
• Flash Point: 81.4 °C
• PSA: 54.02000
• Density: 1.368 g/cm³
• LogP: 1.69130
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Solubility in methanol almost transparent.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.00951931
• Heavy Atom Count: 9
• Complexity: 95.2

Purity/Quality:

99% ^*data from raw suppliers

2,1,3-Benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=NSN=C2C=C1
• Uses: The product is used as an industrial solvent, and pharmaceutical intermediates for organic synthesis and used nitrocellulose and other resin, wax, fatty, dyes and other solvents. 2,1,3-Benzothiadiazole is a chemical reagent used in the synthesis of supramolecules as well as the synthesis of benzothiadiazole derivatives via cross coupling.

Technology Process of 2,1,3-Benzothiadiazole

There total 25 articles about 2,1,3-Benzothiadiazole 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: 97.0%

1,2-diamino-benzene (95-54-5) → benzo[1,2,5]thiadiazole (273-13-2,22706-22-5)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1016/j.dyepig.2015.09.021

Reference yield: 95.0%

4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) → benzo[1,2,5]thiadiazole (273-13-2,22706-22-5)

Guidance literature:

With sodium tetrahydroborate; cobalt(II) chloride hexahydrate; In tetrahydrofuran; ethanol; for 0.5h; Reflux;

DOI:10.1039/d0cc07471c

Reference yield: 95.0%

N,N'-disulfinyl-1,2-diaminobenzene (15995-56-9) → benzo[1,2,5]thiadiazole (273-13-2,22706-22-5)

Guidance literature:

With air moisture;

DOI:10.1023/A:1013101604063

upstream raw materials:

o-benzoquinone-1,2-dioxime

o-phenylenediamine hydrochloride

N-phenylsulfinylamine

methanol

Downstream raw materials:

N-phenyl-1,2-benzenediamine

4-nitro-1,2,3-benzothiadiazole

1,2,5-thiadiazole-3,4-dicarboxylic acid

4-Chlor-benz<2,1,3>thiadiazol

Refernces

• 1、 Maciejewska, Agnieszka Monika,Paprocki, Daniel,Poznański, Jaros?aw,Speina, El?bieta,Winiewska‐szajewska, Maria. "Synthesis of novel halogenated heterocycles based on o‐phenylenediamine and their interactions with the catalytic subunit of protein kinase ck2". supporting information. . Retrieved 2021/06/09.
• 2、 Kumar, Anil,Bawa, Shubham,Ganorkar, Kapil,Ghosh, Sujit Kumar,Bandyopadhyay, Anasuya. "Synthesis and Characterization of Acid-Responsive Luminescent Fe(II) Metallopolymers of Rigid and Flexible Backbone N-Donor Multidentate Conjugated Ligands". . p. 1746 - 1757. Retrieved 2020/02/05.