2,1,3-Benzothiadiazol-4-amine

Base Information

• Chemical Name: 2,1,3-Benzothiadiazol-4-amine
• CAS No.: 767-64-6
• Deprecated CAS: 22726-33-6
• Molecular Formula: C6H5N3S
• Molecular Weight: 151.192
• European Community (EC) Number: 212-186-2
• NSC Number: 73013
• UNII: N93ZR5H5L1
• DSSTox Substance ID: DTXSID60227498
• Nikkaji Number: J41.983D,J3.665.764B
• Wikidata: Q27458542
• ChEMBL ID: CHEMBL1447590
• Mol file: 767-64-6.mol

Synonyms:4-aminobenzo-2,1,3-thiadiazole

Chemical Property of 2,1,3-Benzothiadiazol-4-amine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000955mmHg at 25°C
• Melting Point: 67-69 °C(lit.)
• Refractive Index: 1.785
• Boiling Point: 303 °C at 760 mmHg
• PKA: 0.81±0.10(Predicted)
• Flash Point: 137.1 °C
• PSA: 80.04000
• Density: 1.485 g/cm³
• LogP: 1.85470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 151.02041835
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

97% ^*data from raw suppliers

2,1,3-Benzothiadiazol-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NSN=C2C(=C1)N
• Uses: 4-Aminobenzo-2,1,3-thiadiazole is used in a study to synthesize and evaluate the inhibitory activity of a series of substituted benzimidazoles and small benzothiadiazoles on rat liver methionine synthase. It was used as potential levelers for Cu plating in submicrometer trenches. 4-Amino-2,1,3-benzothiadiazole was used in a study to synthesize and evaluate the inhibitory activity of a series of substituted benzimidazoles and small benzothiadiazoles on rat liver methionine synthase. It was used as potential levelers for Cu plating in submicrometer trenches.

Technology Process of 2,1,3-Benzothiadiazol-4-amine

There total 23 articles about 2,1,3-Benzothiadiazol-4-amine 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: 99.0%

4-nitro-1,2,3-benzothiadiazole (6583-06-8) → 4-Amino-2,1,3-benzothiadiazole (767-64-6)

Guidance literature:

With hydrogen; In 2-methyltetrahydrofuran; water; at 40 ℃; for 24h; under 15001.5 Torr; chemoselective reaction;

DOI:10.1039/c8cy01634h

Reference yield: 84.0%

N-(2,1,3-benzothiadiazol-4-yl)acetamide (16540-61-7) → 4-Amino-2,1,3-benzothiadiazole (767-64-6)

Guidance literature:

With sulfuric acid; for 0.333333h; Heating;

DOI:10.1007/BF00475579

Reference yield:

2-(4-2,1,3-benzothiadiazole)-1H-isoindole-1,3(2H)-dione (1417444-80-4) → 2,3-dihydrophthalazine-1,4-dione (1445-69-8) + 4-Amino-2,1,3-benzothiadiazole (767-64-6)

Guidance literature:

With hydrazine; In water; dimethyl sulfoxide; at 25 ℃; pH=7.4;

DOI:10.1039/c6ra14212e

upstream raw materials:

4-nitro-1,2,3-benzothiadiazole

benzo[1,2,5]thiadiazol-4-ol

N-(2,1,3-benzothiadiazol-4-yl)acetamide

benzo[1,2,5]thiadiazole

Downstream raw materials:

N-(2,1,3-benzothiadiazol-4-yl)acetamide

N-benzo[1,2,5]thiadiazol-4-yl-N'-phenyl-thiourea

4-nitro-benzoic acid benzo[1,2,5]thiadiazol-4-ylamide

5,7-Dichlor-4-amino-benz<2,1,3>-thiadiazol