6-Bromo-2-methyl-1,3-benzothiazole

Base Information

• Chemical Name: 6-Bromo-2-methyl-1,3-benzothiazole
• CAS No.: 5304-21-2
• Molecular Formula: C8H6BrNS
• Molecular Weight: 228.112
• Hs Code.: 2934999090
• European Community (EC) Number: 694-498-2
• DSSTox Substance ID: DTXSID50201085
• Nikkaji Number: J1.920.896F
• Wikidata: Q72446805
• Mol file: 5304-21-2.mol

Synonyms:6-Bromo-2-methyl-1,3-benzothiazole;5304-21-2;6-Bromo-2-methylbenzothiazole;6-BROMO-2-METHYLBENZO[D]THIAZOLE;Benzothiazole, 6-bromo-2-methyl-;6-bromo-2-methyl-benzothiazole;MFCD00466580;Benzothiazole,6-bromo-2-methyl-;SCHEMBL33267;2-methyl-6-bromo-benzothiazole;DTXSID50201085;NPBQNFVPWXRIGG-UHFFFAOYSA-N;6-Bromo-2-methylbenzothiazole, 97%;AKOS002271520;CS-W004902;FS-2820;SB37527;AM804004;SY109936;EU-0033476;FT-0645398;EN300-112340;A829359;SR-01000389592;SR-01000389592-1;4-PREGNENE-3,20-DIONE3-[O-CARBOXYMETHYL]OXIME;InChI=1/C8H6BrNS/c1-5-10-7-3-2-6(9)4-8(7)11-5/h2-4H,1H

Chemical Property of 6-Bromo-2-methyl-1,3-benzothiazole

Chemical Property:

• Vapor Pressure: 0.00217mmHg at 25°C
• Melting Point: 82-84 °C
• Refractive Index: 1.691
• Boiling Point: 299.1 °C at 760 mmHg
• PKA: 1.00±0.10(Predicted)
• Flash Point: 134.7 °C
• PSA: 41.13000
• Density: 1.644 g/cm³
• LogP: 3.36720
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.94043
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=C(C=C2)Br

Technology Process of 6-Bromo-2-methyl-1,3-benzothiazole

There total 23 articles about 6-Bromo-2-methyl-1,3-benzothiazole 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%

4-bromo-2-iodoaniline (66416-72-6) + thioacetamide (62-55-5) → 6-bromo-2-methylbenzothiazole (5304-21-2)

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: 84.0%

N-(4-bromo-2-iodophenyl)acetamide (562080-91-5) → 6-bromo-2-methylbenzothiazole (5304-21-2)

Guidance literature:

N-(4-bromo-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: 80.0%

(5-bromo-2-isocyanophenyl)(methyl)sulfane → 6-bromo-2-methylbenzothiazole (5304-21-2)

Guidance literature:

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

DOI:10.1021/acs.orglett.9b02837

upstream raw materials:

6-amino-2-methylbenzothiazole

N-(4-bromophenyl)thioacetamide

(6-bromo-benzothiazol-2-yl)-malonic acid diethyl ester

4-Bromo-2-chlorothioacetanilide

Downstream raw materials:

C₁₄H₁₁NS₂

2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazole

Refernces

• 1、 Cai, Mingzhong,Hao, Wenyan,Huang, Wencheng,Ye, Qian. "Recyclable copper-catalyzed cyclization of o-haloanilides and metal sulfides: An efficient and practical access to substituted benzothiazoles". . . Retrieved 2022/01/19.
• 2、 -. "IMIDAZOLIDINONE DERIVATIVES AS INHIBITORS OF PERK". Page/Page column 48; 49. . Retrieved 2017/04/11.