2,1,3-Benzothiadiazole-4,7-dicarbonitrile

Base Information

• Chemical Name: 2,1,3-Benzothiadiazole-4,7-dicarbonitrile
• CAS No.: 20138-79-8
• Molecular Formula: C₈H₂N₄S
• Molecular Weight: 186.197
• DSSTox Substance ID: DTXSID20942170
• Nikkaji Number: J3.085.778J
• Mol file: 20138-79-8.mol

Synonyms:2,1,3-Benzothiadiazole-4,7-dicarbonitrile;20138-79-8;benzo[c][1,2,5]thiadiazole-4,7-dicarbonitrile;YSZC407;SCHEMBL4261991;DTXSID20942170;AMY41787;BS-27866;CS-0169888

Chemical Property of 2,1,3-Benzothiadiazole-4,7-dicarbonitrile

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 186.00001725
• Heavy Atom Count: 13
• Complexity: 268

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=NSN=C2C(=C1)C#N)C#N

Technology Process of 2,1,3-Benzothiadiazole-4,7-dicarbonitrile

There total 10 articles about 2,1,3-Benzothiadiazole-4,7-dicarbonitrile 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: 85.0%

4,7-dibromobenzo[c][1,2,5]thiadiazole (15155-41-6) + copper(l) cyanide → benzo[c][1,2,5]thiadiazole-4,7-dicarbonitrile (20138-79-8)

Guidance literature:

4,7-dibromobenzo[c][1,2,5]thiadiazole; copper(l) cyanide; In N,N-dimethyl-formamide; for 12h; Reflux; Inert atmosphere;

With ammonium hydroxide; at 20 ℃; for 0.333333h;

DOI:10.1002/chem.201805697

Reference yield: 78.0%

benzo[c][1,2,5]thiadiazole-4,7-dicarbonitrile (20138-79-8) → Benzo[1,2,5]thiadiazole-4,7-dicarbonitrile (20138-79-8)

Guidance literature:

With triethanolamine; sodium acetate; cetyltrimethylammonim bromide; acetic acid; In water; for 1h; Irradiation; pH=8.1; other electron donors, solvent and pH, with and without cationic micelles;

DOI:10.1039/f19898503385

Reference yield: 65.0%

copper(l) cyanide + 4,7-diiodobenzo[c][1,2,5]thiadiazole → benzo[c][1,2,5]thiadiazole-4,7-dicarbonitrile (20138-79-8)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 80 - 150 ℃; for 1.25h; Inert atmosphere;

DOI:10.1039/c7cc05224c

upstream raw materials:

4,7-dibromobenzo[c][1,2,5]thiadiazole

copper(I) cyanide

1,2-diamino-benzene

benzo[1,2,5]thiadiazole

Downstream raw materials:

2,1,3-benzothiadiazole-4,7-dicarboxylic acid

C₄₄H₅₃N₆O₇PS

1,2-diamino-3,6-dicyanobenzene