5-Methyl-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 5-Methyl-2,1,3-benzothiadiazole
• CAS No.: 1457-93-8
• Molecular Formula: C7H6N2S
• Molecular Weight: 150.204
• Hs Code.: 2934999090
• European Community (EC) Number: 673-069-3
• DSSTox Substance ID: DTXSID40381764
• Nikkaji Number: J150.927F
• Wikidata: Q72487928
• Mol file: 1457-93-8.mol

Synonyms:5-methyl-2,1,3-benzothiadiazole;1457-93-8;5-Methylbenzo[c][1,2,5]thiadiazole;5-Methylbenzo-2,1,3-thiadiazole;5-methyl-benzo[1,2,5]thiadiazole;5-Methylpiazthiole;2,1,3-Benzothiadiazole,5-methyl-;SCHEMBL762002;DTXSID40381764;CHEBI:194910;XDQJAYFCPRWDOL-UHFFFAOYSA-N;BAA45793;MFCD00173945;2,1,3-Benzothiadiazole, 5-methyl-;AKOS002659360;AKOS003333192;GA-0860;CS-0187160;FT-0620603;EN300-194955;F52629;A847518;J-517804;Z1201619539

Chemical Property of 5-Methyl-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 0.111mmHg at 25°C
• Melting Point: 31-32 °C
• Refractive Index: 1.674
• Boiling Point: 228.5 °C at 760 mmHg
• PKA: 0.59±0.47(Predicted)
• Flash Point: 92.6 °C
• PSA: 54.02000
• Density: 1.297 g/cm³
• LogP: 1.99970
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 150.02516937
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NSN=C2C=C1

Technology Process of 5-Methyl-2,1,3-benzothiadiazole

There total 11 articles about 5-Methyl-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: 92.0%

5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzo[c][1,2,5]thiodiazole (1168135-03-2) + methyl iodide (74-88-4) → 5-methylbenzo[c][1,2,5]thiadiazole (1457-93-8)

Guidance literature:

With C₂₁H₃₀ClNPPd; potassium tert-butylate; In tert-Amyl alcohol; at 65 ℃; for 18h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00025

Reference yield: 91.0%

4-methyl-1,2-diaminobenzene (496-72-0) → 5-methylbenzo[c][1,2,5]thiadiazole (1457-93-8)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane; at 45 ℃;

Reference yield: 46.0%

p-cresol (106-44-5) → 5-methylbenzo[c][1,2,5]thiadiazole (1457-93-8)

Guidance literature:

With N₄S₄; In toluene; for 24h; Heating;

upstream raw materials:

N-phenylsulfinylamine

4-methyl-1,2-diaminobenzene

p-cresol

4-Methylacetanilide

Downstream raw materials:

4-methyl-1,2-diaminobenzene

5-bromomethyl-benzo[1,2,5]thiadiazole

Refernces

• 1、 Zhang, Qisong,Zhang, Jian,Zuo, Hujin,Wang, Chengyun,Shen, Yongjia. "A novel colorimetric and fluorescent sensor for cyanide anions detection based on triphenylamine and benzothiadiazole". . p. 1244 - 1248. Retrieved 2016.
• 2、 -. "Biphenyl compound as well as preparation method and medical application thereof". Paragraph 0414-0420. . Retrieved 2020/11/22.
• 3、 Haydl, Alexander M.,Hartwig, John F.. "Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters". supporting information. p. 1337 - 1341. Retrieved 2019/02/26.