2-Chloro-4-methylbenzothiazole

Base Information

• Chemical Name: 2-Chloro-4-methylbenzothiazole
• CAS No.: 3622-32-0
• Molecular Formula: C8H6 Cl N S
• Molecular Weight: 183.661
• Hs Code.: 29342000
• DSSTox Substance ID: DTXSID00365944
• Wikidata: Q72453752
• Mol file: 3622-32-0.mol

Synonyms:2-Chloro-4-methylbenzothiazole;3622-32-0;2-chloro-4-methyl-1,3-benzothiazole;2-Chloro-4-methyl-benzothiozole;2-Chloro-4-methyl-benzothiazole;2-chloro-4-methylbenzo[d]thiazole;Benzothiazole, 2-chloro-4-methyl-;SCHEMBL1747925;DTXSID00365944;NYNLRPVNVRAELQ-UHFFFAOYSA-N;MFCD03840701;AKOS005208323;AB16506;AC-12080;AS-60338;CS-0032535;FT-0688481;EN300-236442;F15042;A823170;F1910-0001

Chemical Property of 2-Chloro-4-methylbenzothiazole

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Melting Point: 49-50 °C
• Boiling Point: 268.4°Cat760mmHg
• PKA: 0.32±0.10(Predicted)
• Flash Point: 116.1°C
• PSA: 41.13000
• Density: 1.365g/cm³
• LogP: 3.25810
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 182.9909481
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-4-methyl-benzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)SC(=N2)Cl
• Uses: 2-Chloro-4-methyl-benzothiazole, is an intermediate in the preparation of heteroaryl sulfonamides and aminotriazole.

Technology Process of 2-Chloro-4-methylbenzothiazole

There total 3 articles about 2-Chloro-4-methylbenzothiazole 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: 89.0%

→ 2-chloro-4-methyl-benzothiazole (3622-32-0)

Guidance literature:

Reference yield: 71.0%

4-methyl-1,3-benzothiazol-2-amine (1477-42-5) → 2-chloro-4-methyl-benzothiazole (3622-32-0)

Guidance literature:

With copper dichloride; isopentyl nitrite; In Triethylene glycol dimethyl ether; acetonitrile; at 20 ℃; for 0.5h;

4-methyl-1,3-benzothiazol-2-amine; In Triethylene glycol dimethyl ether; acetonitrile; at 20 - 50 ℃; for 2.66667h;

With hydrogenchloride; In Triethylene glycol dimethyl ether; water; acetonitrile; at 20 ℃;

Reference yield: 48.0%

4-methyl-2-hydrazinobenzothiazole (20174-68-9) → 2-chloro-4-methyl-benzothiazole (3622-32-0)

Guidance literature:

With thionyl chloride; at 55 ℃; for 6h;

upstream raw materials:

4-methyl-1,3-benzothiazol-2-amine

4-methyl-2-hydrazinobenzothiazole

Downstream raw materials:

4-methyl-2-hydrazinobenzothiazole

N-(4-(4-methylbenzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide

N-{2-[4-(aminosulfonyl)phenyl]ethyl}-1-(4-methyl-1,3-benzothiazol-2-yl)-3-piperidinecarboxamide

4-methyl-2-methylsulfanyl-1,3-benzothiazole

Refernces

• 1、 -. "DERIVATIVES OF HETEROARYLSULFONAMIDES, THEIR PREPARATION AND THEIR APPLICATION IN HUMAN THERAPY". Page/Page column 19. . Retrieved 2012/06/15.
• 2、 Dreikorn, Barry A.,Unger, Paul. "Synthesis and Identification of 4-Methyl-N-(4H-1,2,4-triazol-4-yl)-2-benzothiazolamine, an Impurity in the Synthesis of Tricyclazole". . p. 1735 - 1737. Retrieved 2007/10/02.