4-Bromo-2-mercaptobenzothiazole

Base Information

• Chemical Name: 4-Bromo-2-mercaptobenzothiazole
• CAS No.: 1083181-41-2
• Molecular Formula: C₇H₄BrNS₂
• Molecular Weight: 246.151
• Hs Code.: 2934200090
• European Community (EC) Number: 849-010-4
• DSSTox Substance ID: DTXSID40600346
• Nikkaji Number: J3.086.747E
• Wikidata: Q82496372
• Mol file: 1083181-41-2.mol

Synonyms:4-BROMO-2-MERCAPTOBENZOTHIAZOLE;1083181-41-2;4-Bromobenzothiazole-2-thiol;4-Bromobenzo[d]thiazole-2-thiol;4-bromo-3H-1,3-benzothiazole-2-thione;4-Bromo-2(3H)-benzothiazolethione;MFCD11044824;SCHEMBL2750562;SCHEMBL18293328;DTXSID40600346;CNIJVNGILLYJHJ-UHFFFAOYSA-N;4-bromo-1,3-benzothiazole-2-thiol;AKOS015835923;4-bromo-2-mercapto-1,3-benzothiazole;4-Bromobenzo[d]thiazole-2(3H)-thione;BS-26140;SY164013;4-Bromo-1,3-benzothiazole-2(3H)-thione;DB-367461;CS-0211416;EN300-184371;F83045;Z1269173262

Chemical Property of 4-Bromo-2-mercaptobenzothiazole

Chemical Property:

• Melting Point: 184-185 °C
• Boiling Point: 350.6±44.0 °C(Predicted)
• PKA: 8.68±0.20(Predicted)
• PSA: 79.93000
• Density: 1.93±0.1 g/cm3(Predicted)
• LogP: 3.34750
• Storage Temp.: 2-8°C
• XLogP3: 3
• 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:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Bromo-2-mercaptobenzothiazole

There total 1 articles about 4-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: 62.0%

carbon disulfide (75-15-0,12122-00-8) + 2,6-dibromoaniline (608-30-0) → 4-bromo-2-mercaptobenzothiazole (1083181-41-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol2011105

Reference yield:

4-bromo-2-mercaptobenzothiazole (1083181-41-2) → 2-methylsulfanyl-4-phenyl-1,3-benzothiazole

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 0.75 h / 120 °C / Inert atmosphere; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/acsinfecdis.0c00700

Reference yield:

4-bromo-2-mercaptobenzothiazole (1083181-41-2) → 2-methylsulfonyl-4-phenyl-1,3-benzothiazole

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 0.75 h / 120 °C / Inert atmosphere; Microwave irradiation

3: potassium permanganate / water; acetic acid / 2 h / 20 °C

With potassium permanganate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; water; acetic acid;

DOI:10.1021/acsinfecdis.0c00700

upstream raw materials:

carbon disulfide

2,6-dibromoaniline