6-Fluoro-2-mercaptobenzothiazole

Base Information

• Chemical Name: 6-Fluoro-2-mercaptobenzothiazole
• CAS No.: 80087-71-4
• Molecular Formula: C7H4FNS2
• Molecular Weight: 185.246
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID10372008
• Nikkaji Number: J2.186.516H
• Wikidata: Q82159592
• Mol file: 80087-71-4.mol

Synonyms:80087-71-4;6-Fluoro-2-mercaptobenzothiazole;6-Fluorobenzo[d]thiazole-2(3H)-thione;6-Fluoro-benzothiazole-2-thiol;6-fluorobenzothiazole-2-thiol;6-fluoro-3H-1,3-benzothiazole-2-thione;6-Fluoro-1,3-benzothiazole-2-thiol;6-fluorobenzo[d]thiazole-2-thiol;6-fluoro-2,3-dihydro-1,3-benzothiazole-2-thione;MFCD00665747;SCHEMBL1304466;DTXSID10372008;XDZVUKOOUHIRKY-UHFFFAOYSA-N;AKOS006230599;AKOS016002615;PS-6527;6-Fluoro-2-sulphanyl-1,3-benzothiazole;SY211102;CS-0043029;FT-0688534;EN300-383981;F15019;A839832;Z1201620440

Chemical Property of 6-Fluoro-2-mercaptobenzothiazole

Chemical Property:

• Boiling Point: 304.4 °C at 760 mmHg
• Flash Point: 137.9 °C
• PSA: 79.93000
• Density: 1.55 g/cm³
• LogP: 2.72410
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 184.97691964
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

6-Fluoro-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=C1F)SC(=S)N2

Technology Process of 6-Fluoro-2-mercaptobenzothiazole

There total 9 articles about 6-Fluoro-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: 99.0%

4-fluoro-2-iodoaniline (61272-76-2) + potassium ethyl xanthogenate (140-89-6) → 6-fluoro-2-mercaptobenzothiazole (80087-71-4)

Guidance literature:

With iron(III) trifluoride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In N,N-dimethyl-formamide; at 110 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1080/00397911.2015.1085573

Reference yield: 98.0%

2-bromo-4-fluoroaniline (1003-98-1) + potassium ethyl xanthogenate (140-89-6) → 6-fluoro-2-mercaptobenzothiazole (80087-71-4)

Guidance literature:

In N,N-dimethyl-formamide; at 160 ℃; for 1h;

DOI:10.1002/ardp.200900092

Reference yield: 93.0%

2,4-difluorophenylamine (367-25-9,76563-56-9) + potassium ethyl xanthogenate (140-89-6) → 6-fluoro-2-mercaptobenzothiazole (80087-71-4)

Guidance literature:

In N,N-dimethyl-formamide; at 95 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02806

upstream raw materials:

ethylxanthogenate

2,4-difluorophenylamine

2-bromo-4-fluoroaniline

potassium ethyl xanthogenate

Downstream raw materials:

6-fluoro-2-(methylthio)benzo[d]thiazole

2-(benzylsulphanyl)-6-fluoro-1,3-benzothiazole

2-chloro-6-fluorobenzothiazole

Refernces

• 1、 Wimmer, Laurin,Parmentier, Michael,Riss, Bernard,Kapferer, Tobias,Ye, Chao,Li, Lei,Kim, Hongyong,Li, Jialiang. "Water-Promoted Chlorination of 2-Mercaptobenzothiazoles". . p. 2027 - 2032. Retrieved 2018/04/16.
• 2、 Sharma, Deepak K.,Adams, Spencer T.,Liebmann, Kate L.,Miller, Stephen C.. "Rapid Access to a Broad Range of 6′-Substituted Firefly Luciferin Analogues Reveals Surprising Emitters and Inhibitors". supporting information. p. 5836 - 5839. Retrieved 2017/11/10.