6-Benzothiazolecarbonitrile,2-methyl-(9CI)

Base Information

• Chemical Name: 6-Benzothiazolecarbonitrile,2-methyl-(9CI)
• CAS No.: 42474-60-2
• Molecular Formula: C9H6N2S
• Molecular Weight: 174.22
• Hs Code.: 2934200090
• Mol file: 42474-60-2.mol

Synonyms:2-Methyl-6-benzothiazolecarbonitrile;2-Methyl-6-cyanobenzothiazole;6-Cyano-2-methylbenzothiazole;

Chemical Property of 6-Benzothiazolecarbonitrile,2-methyl-(9CI)

Chemical Property:

• Vapor Pressure: 0.000235mmHg at 25°C
• Melting Point: 142-144 °C
• Refractive Index: 1.664
• Boiling Point: 325.1°C at 760 mmHg
• PKA: -0.20±0.10(Predicted)
• Flash Point: 150.4 °C
• PSA: 64.92000
• Density: 1.3 g/cm³
• LogP: 2.47638
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-methyl-1,3-benzothiazole-6-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Benzothiazolecarbonitrile,2-methyl-(9CI)

There total 9 articles about 6-Benzothiazolecarbonitrile,2-methyl-(9CI) 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: 86.0%

zinc(II) cyanide (557-21-1) + 6-chloro-2-methylbenzo[d]thiazole (4146-24-1) → 2-methylbenzo[d]thiazole-6-carbonitrile (42474-60-2)

Guidance literature:

zinc(II) cyanide; With aluminum oxide; Ni(xantphos)(o-tolyl)Cl; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;

6-chloro-2-methylbenzo[d]thiazole; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ob00892a

Reference yield: 72.0%

N-(4-cyano-2-iodophenyl)acetamide → 2-methylbenzo[d]thiazole-6-carbonitrile (42474-60-2)

Guidance literature:

N-(4-cyano-2-iodophenyl)acetamide; With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Schlenk technique; Sealed tube;

With hydrogenchloride; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1016/j.mcat.2022.112115

Reference yield: 59.5%

6-amino-2-methylbenzothiazole (2941-62-0) + potassium cyanide (151-50-8) → 2-methylbenzo[d]thiazole-6-carbonitrile (42474-60-2)

Guidance literature:

6-amino-2-methylbenzothiazole; With hydrogenchloride; sodium nitrite; at 0 ℃;

potassium cyanide; With copper(II) sulfate; at 50 ℃; for 0.5h;

DOI:10.1016/j.farmac.2004.01.008

upstream raw materials:

4-cyanothioacetanilide

6-amino-2-methylbenzothiazole

potassium cyanide

sodium cyanide

Downstream raw materials:

2-methyl-1,3-benzothiazole-6-carboxylic acid

2-(bromomethyl)-1,3-benzothiazole-6-carbonitrile

2-[4-(1-tert-butoxycarbonyl-pyrrolidin-3-yloxy)-phenyl]-2-(6-cyano-benzothiazol-2-ylmethyl)-malonic acid diethyl ester

2-[(E)-2-(4-pyrrolidin-1-ylphenyl)vinyl]benzothiazole-6-carbonitrile