5-Methoxy-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 5-Methoxy-2,1,3-benzothiadiazole
• CAS No.: 1753-76-0
• Molecular Formula: C₇H₆N₂OS
• Molecular Weight: 166.203
• DSSTox Substance ID: DTXSID80381763
• Wikidata: Q82172805
• Mol file: 1753-76-0.mol

Synonyms:5-methoxy-2,1,3-benzothiadiazole;1753-76-0;5-Methoxybenzo[c][1,2,5]thiadiazole;2,1,3-Benzothiadiazole, 5-methoxy-;HMS558A11;Maybridge1_005819;SCHEMBL4199151;DTXSID80381763;5-Methoxy-2,1,3benzothiadiazole;XAPHRZKQDIJZDU-UHFFFAOYSA-N;5-Methoxybenzo-2,1,3-thiadiazole;CCG-44540;MFCD00173947;AKOS006229029;5-Methoxy-benzo-[2,1,3]-thiadiazole;TS-02239;CS-0360806;FT-0620552;5-methoxy-2,1,3-benzothiadiazole, AldrichCPR;A881579;SR-01000634369-1

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

Chemical Property:

• Vapor Pressure: 0.0262mmHg at 25°C
• Melting Point: 82 °C
• Boiling Point: 255.4°Cat760mmHg
• Flash Point: 108.3°C
• Density: 1.345g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 166.02008399
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

98%Min ^*data from raw suppliers

5-Methoxy-2,1,3-benzothiadiazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=NSN=C2C=C1

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

There total 5 articles about 5-Methoxy-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: 90.0%

methanol (67-56-1) + 5-chloro-2,1,3-benzothiadiazole (2207-32-1) → 5-Methoxy-2,1,3-benzothiadiazol (1753-76-0)

Guidance literature:

With t-BuBrettPhos; [(2-di-tert-butylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl)-2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate; sodium t-butanolate; In 1,4-dioxane; at 50 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol401796v

Reference yield:

4-methoxy-1,2-phenylenediamine (102-51-2) → 5-Methoxy-2,1,3-benzothiadiazol (1753-76-0)

Guidance literature:

With thionyl chloride; In toluene;

Reference yield:

methanol (67-56-1) + benzo[1,2,5]thiadiazol-5-ol (768-10-5) → 5-Methoxy-2,1,3-benzothiadiazol (1753-76-0)

Guidance literature:

With sulfuric acid;

upstream raw materials:

methanol

benzo[1,2,5]thiadiazol-5-ol

methyl iodide

4-methoxy-1,2-phenylenediamine

Downstream raw materials:

5-Methoxy-benzo[1,2,5]thiadiazole-4-sulphonyl chloride

benzo[1,2,5]thiadiazol-5-ol

Refernces