2,6-Dimethylbenzothiazole

Base Information

• Chemical Name: 2,6-Dimethylbenzothiazole
• CAS No.: 2941-71-1
• Molecular Formula: C9H9 N S
• Molecular Weight: 163.243
• Hs Code.: 2934999090
• European Community (EC) Number: 220-930-2
• NSC Number: 93784
• UNII: W6T7PN5F1Z
• DSSTox Substance ID: DTXSID9062724
• Nikkaji Number: J150.934I
• Wikidata: Q81990218
• Mol file: 2941-71-1.mol

Synonyms:2,6-Dimethylbenzothiazole;2941-71-1;2,6-Dimethylbenzo[d]thiazole;2,6-Dimethyl-1,3-benzothiazole;Benzothiazole, 2,6-dimethyl-;W6T7PN5F1Z;EINECS 220-930-2;NSC 93784;NSC-93784;2, 6- Dimethylbenzothiazole;NSC93784;2,6-dimethylbenzothiazol;UNII-W6T7PN5F1Z;SCHEMBL84327;DTXSID9062724;2,6-Dimethyl-1,3-benzothiazole #;MFCD00022880;AKOS006274029;Ethyl4-cyano-2-(2-cyanoethyl)butyrate;AS-59448;CS-0210300;D3674;FT-0659838;F15106

Chemical Property of 2,6-Dimethylbenzothiazole

Chemical Property:

• Vapor Pressure: 0.021mmHg at 25°C
• Refractive Index: 1.6050-1.6090
• Boiling Point: 259.4°C at 760 mmHg
• Flash Point: 112.7°C
• PSA: 41.13000
• Density: 1.176g/cm³
• LogP: 2.91310
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)N=C(S2)C

Technology Process of 2,6-Dimethylbenzothiazole

There total 19 articles about 2,6-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: 93.0%

(2-isocyano-5-methylphenyl)(methyl)sulfane → 2,6-dimethylbenzothiazole (2941-71-1)

Guidance literature:

With di-tert-butyl peroxide; In fluorobenzene; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02837

Reference yield: 86.0%

C9H10INS → 2,6-dimethylbenzothiazole (2941-71-1)

Guidance literature:

With 1,10-Phenanthroline; potassium tert-butylate; In methanol; at 20 ℃; for 24h;

DOI:10.1021/acs.joc.1c02023

Reference yield: 81.0%

N-(2-iodo-4-methylphenyl)acetamide (29289-16-5) → 2,6-dimethylbenzothiazole (2941-71-1)

Guidance literature:

N-(2-iodo-4-methylphenyl)acetamide; With copper(l) iodide; sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

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

DOI:10.1002/anie.200900486

upstream raw materials:

N-(p-tolyl)ethanethioamide

acetic anhydride

2-amino-5-methylthiophenol

cyano-(6-methyl-3H-benzothiazol-2-ylidene)-acetic acid ethyl ester

Downstream raw materials:

2-[bis-(4-nitro-phenylazo)-methylene]-3,6-dimethyl-2,3-dihydro-benzothiazole

7-nitro-2,6-dimethylbenzothiazol

Refernces

• 1、 Nandy, Anuradha,Sekar, Govindasamy. "KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles". . p. 15825 - 15834. Retrieved 2021/11/01.
• 2、 Li, Yao-Wei,Zhang, Pei-Ming,Li, Rui,Bai, Yan,Yu, Yu,Gan, Zong-Jie. "Efficient CDI/CH3SO3H-catalyzed, microwave-assisted synthesis of 2-substituted benzothiazoles". supporting information. p. 34 - 39. Retrieved 2019/05/04.