5-Bromo-2-mercaptobenzothiazole

Base Information

• Chemical Name: 5-Bromo-2-mercaptobenzothiazole
• CAS No.: 71216-20-1
• Molecular Formula: C7H4 Br N S2
• Molecular Weight: 246.151
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID00402949
• Nikkaji Number: J2.470.709A
• Wikidata: Q72445989
• Mol file: 71216-20-1.mol

Synonyms:5-Bromo-2-mercaptobenzothiazole;71216-20-1;5-bromo-3H-1,3-benzothiazole-2-thione;5-bromo-1,3-benzothiazole-2-thiol;5-Bromobenzo[d]thiazole-2(3H)-thione;5-bromobenzo[d]thiazole-2-thiol;2(3H)-BENZOTHIAZOLETHIONE, 5-BROMO-;5-BROMO-2-THIOBENZOTHIAZOLE;2(3H)-Benzothiazolethione,5-bromo-;5-bromo-benzothiazole-2-thiol;SCHEMBL1850412;5-Bromo-2-mercapto benzothiazole;AMY1664;DTXSID00402949;OKHQGCOLOHTELL-UHFFFAOYSA-N;MFCD08460052;AKOS015834695;AKOS015904175;DS-2270;AC-23452;CS-0041479;FT-0647673;F14974;5-bromo-2,3-dihydro-1,3-benzothiazole-2-thione

Chemical Property of 5-Bromo-2-mercaptobenzothiazole

Chemical Property:

• Vapor Pressure: 4.17E-05mmHg at 25°C
• Melting Point: 198-200 °C(lit.)
• Refractive Index: 1.827
• Boiling Point: 351.2ºC at 760 mmHg
• Flash Point: 166.2 ºC
• PSA: 76.12000
• Density: 1.93 g/cm³
• LogP: 3.72140
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 244.89685
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-2-mercaptobenzothiazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)NC(=S)S2

Technology Process of 5-Bromo-2-mercaptobenzothiazole

There total 6 articles about 5-Bromo-2-mercaptobenzothiazole 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: 98.0%

2,5-dibromoaniline (3638-73-1) + potassium ethyl xanthogenate (140-89-6) → 5-bromo-1,3-benzothiazole-2-thiol (71216-20-1)

Guidance literature:

In dimethyl sulfoxide; at 160 ℃;

DOI:10.1021/acsinfecdis.0c00700

Reference yield: 95.0%

5-bromo-2-fluoroaniline (2924-09-6) + potassium ethyl xanthogenate (140-89-6) → 5-bromo-1,3-benzothiazole-2-thiol (71216-20-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 2h;

Reference yield: 81.0%

5-bromo-benzthiazole (768-11-6) → 5-bromo-1,3-benzothiazole-2-thiol (71216-20-1)

Guidance literature:

With 1.3-propanedithiol; dimethyl sulfoxide; potassium hydroxide; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.3762/bjoc.15.24

upstream raw materials:

1,4-dibromo-2-nitrobenzene

5-bromo-2-fluoroaniline

potassium ethyl xanthogenate

2,5-dibromoaniline

Downstream raw materials:

5-bromo-2-methylsulfanyl-1,3-benzothiazole

Refernces

• 1、 Tung, Truong Thanh,Huy, Luong Xuan. "Metal-free synthesis of 2-mercaptobenzothiazoles and 6-(4-substituted-1H-1,2,3-triazol-1-yl)-2-mercaptobenzothiazoles via microwave-assisted synthesis pathway". . p. 2007 - 2014. Retrieved 2020/05/29.
• 2、 -. "Preparation method of 2-mercaptobenzoxazole(thiazole) compounds taking 1,3-dimercaptopropane as mercapto source". Paragraph 0032; 0033. . Retrieved 2018/10/02.