2-Chloro-6-fluorobenzo[d]thiazole

Base Information

• Chemical Name: 2-Chloro-6-fluorobenzo[d]thiazole
• CAS No.: 399-74-6
• Molecular Formula: C7H3 Cl F N S
• Molecular Weight: 187.625
• Hs Code.: 29342000
• European Community (EC) Number: 625-853-1
• DSSTox Substance ID: DTXSID50365954
• Nikkaji Number: J2.186.511G
• Wikidata: Q72450604
• Mol file: 399-74-6.mol

Synonyms:2-chloro-6-fluorobenzo[d]thiazole;399-74-6;2-Chloro-6-fluorobenzothiazole;2-chloro-6-fluoro-1,3-benzothiazole;Benzothiazole, 2-chloro-6-fluoro-;2-Chloro-6-fluoro-benzothiazole;MFCD04448822;SCHEMBL369984;2-chloro-6-fluoro benzothiazole;DTXSID50365954;ISIIQFDYFMPPOA-UHFFFAOYSA-N;BCP27034;AKOS005208050;CS-W016839;AC-15097;BP-12403;DS-10997;SY013791;AM20040381;C2607;FT-0657971;EN300-237643;F1910-0016

Chemical Property of 2-Chloro-6-fluorobenzo[d]thiazole

Chemical Property:

• Vapor Pressure: 0.0299mmHg at 25°C
• Melting Point: 91-95 °C
• Boiling Point: 253ºC at 760 mmHg
• PKA: -0.39±0.10(Predicted)
• Flash Point: 106.8ºC
• PSA: 41.13000
• Density: 1.532g/cm3
• LogP: 3.08880
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 186.9658761
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-6-fluorobenzo[d]thiazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)SC(=N2)Cl

Technology Process of 2-Chloro-6-fluorobenzo[d]thiazole

There total 6 articles about 2-Chloro-6-fluorobenzo[d]thiazole 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%

6-fluoro-2-mercaptobenzothiazole (80087-71-4) → 2-chloro-6-fluorobenzothiazole (399-74-6)

Guidance literature:

With sulfuryl dichloride; at 20 ℃; for 2h;

DOI:10.1002/jhet.5570420440

Reference yield: 93.0%

1-(6-fluorobenzo[d]thiazol-2-yl)hydrazine (78364-55-3) → 2-chloro-6-fluorobenzothiazole (399-74-6)

Guidance literature:

With thionyl chloride; at 50 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.04.079

Reference yield: 83.0%

2-amino-6-fluoro-1,3-benzothiazole (348-40-3) → 2-chloro-6-fluorobenzothiazole (399-74-6)

Guidance literature:

With tert.-butylnitrite; copper dichloride; In acetonitrile; at 65 ℃; for 2h;

upstream raw materials:

2-amino-6-fluoro-1,3-benzothiazole

6-fluoro-2-mercaptobenzothiazole

1-(6-fluorobenzo[d]thiazol-2-yl)hydrazine

4-fluoroaniline

Downstream raw materials:

methyl N-({4'-[(6-fluoro-l,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-yl}carbonyl)-L-valinate

butyl N-({4'-[(6-fluoro-l,3-benzothiazol-2-yl)amino]-3-methoxybiphenyl-4-yl}carbonyl)-L-valinate

3-[4-(6-fluoro-benzothiazol-2-ylamino)-phenyl]-isoxazole-5-carboxylic acid ethyl ester

methyl 2-(3-(4-(6-fluorobenzo[d]thiazol-2-yloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate

Refernces

• 1、 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.
• 2、 -. "DERIVATIVES OF HETEROARYLSULFONAMIDES, THEIR PREPARATION AND THEIR APPLICATION IN HUMAN THERAPY". Paragraph 0081; 0082. . Retrieved 2013/07/19.