2,5-Dimethylbenzothiazole

Base Information

• Chemical Name: 2,5-Dimethylbenzothiazole
• CAS No.: 95-26-1
• Molecular Formula: C9H9NS
• Molecular Weight: 163.243
• Hs Code.: 2934 20 80
• European Community (EC) Number: 202-404-4
• UNII: F8YB2EH8TU
• DSSTox Substance ID: DTXSID9059121
• Nikkaji Number: J37.319B
• Wikidata: Q72469434
• Mol file: 95-26-1.mol

Synonyms:2,5-Dimethylbenzothiazole;95-26-1;2,5-Dimethyl-1,3-benzothiazole;BENZOTHIAZOLE, 2,5-DIMETHYL-;2,5-Dimethylbenzo[d]thiazole;2,5-Dimethylbenzthiazol;BRN 0116455;2,5-Dimethylbenzthiazol [Czech];2,5-dimethylbenzothiazol;EINECS 202-404-4;F8YB2EH8TU;4-27-00-01101 (Beilstein Handbook Reference);UNII-F8YB2EH8TU;SCHEMBL92781;DTXSID9059121;CHEBI:194732;2,5-Dimethyl-1,3-benzothiazole #;MFCD00005796;STK396270;AKOS000121363;AS-58494;LS-40736;CS-0063216;D1218;FT-0610462;D73290;A845256;W-100167;Z56347238

Chemical Property of 2,5-Dimethylbenzothiazole

Chemical Property:

• Appearance/Colour: white to yellow-brown cryst. low melting solid
• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 36-40 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 146 °C / 10mmHg
• PKA: 2.02±0.10(Predicted)
• Flash Point: >230 °F
• Density: 1.453 g/cm³
• Storage Temp.: Store below +30°C.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 163.04557046
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98% ^*data from raw suppliers

2,5-Dimethylbenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)SC(=N2)C

Technology Process of 2,5-Dimethylbenzothiazole

There total 10 articles about 2,5-Dimethylbenzothiazole 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%

2-iodo-5-methylaniline (13194-69-9) + thioacetamide (62-55-5) → 2,5-dimethylbenzothiazole (95-26-1)

Guidance literature:

With calcium oxide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

DOI:10.1246/cl.1987.839

Reference yield: 70.0%

5-bromo-2-methylbenzothiazole (63837-11-6) + tetramethylstannane (594-27-4) → 2,5-dimethylbenzothiazole (95-26-1)

Guidance literature:

With air; potassium carbonate; palladium dichloride; In water; N,N-dimethyl-formamide; at 70 ℃; for 17h;

Reference yield: 67.0%

trimethyl phosphite (512-56-1) + 2‐methyl‐5‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)‐1,3‐benzothiazole (791614-90-9) → 2,5-dimethylbenzothiazole (95-26-1)

Guidance literature:

With copper(l) iodide; lithium iodide; lithium tert-butoxide; at 50 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.8b10076

upstream raw materials:

4,4′-dimethyl-2,2′-dinitrodiphenyldisulfide

m-thioacetotoluidide

2-amino-4-methylbenzenethiol hydrochloride

acetic anhydride

Downstream raw materials:

3-ethyl-2-[3-(3-ethyl-5-methyl-3H-benzothiazol-2-ylidenemethyl)-5,5-dimethyl-cyclohex-2-enylidenemethyl]-5-methyl-benzothiazolium; iodide

3-ethyl-2-[3-(3-ethyl-5-methyl-3H-benzothiazol-2-ylidenemethyl)-5-phenyl-cyclohex-2-enylidenemethyl]-5-methyl-benzothiazolium; iodide

2-ethyl-1,3-bis-(3-ethyl-5-methyl-benzothiazol-2-yl)-trimethinium; iodide

3-ethyl-2-(4-dimethylamino-styryl)-5-methyl-benzothiazolium; iodide

Refernces

• 1、 Bumagin,Nikitina,Beletskaya. "Synthesis of 5- and 6-Substituted 2-Methylbenzothiazoles under Conditions of Metal Complex Catalysis". . p. 1803 - 1811. Retrieved 2007/10/03.
• 2、 Takagi, Kentaro,Iwachido, Tadashi,Hayama, Naomi. "Palladium(0)-catalyzed Synthesis of 2-Alkylbenzothiazoles by a Novel Thiation of 1-Amino-2-iodoarenes with Thioamides". . p. 839 - 840. Retrieved 2007/10/02.