6-Fluorobenzo[d]thiazole-2-carbonitrile

Base Information

• Chemical Name: 6-Fluorobenzo[d]thiazole-2-carbonitrile
• CAS No.: 169776-04-9
• Molecular Formula: C8H3 F N2 S
• Molecular Weight: 178.19
• DSSTox Substance ID: DTXSID901291059
• Nikkaji Number: J666.339G
• Mol file: 169776-04-9.mol

Synonyms:6-fluorobenzo[d]thiazole-2-carbonitrile;169776-04-9;2-cyano-6-fluorobenzothiazole;6-FLUORO-1,3-BENZOTHIAZOLE-2-CARBONITRILE;2-Benzothiazolecarbonitrile,6-fluoro-(9CI);6-FLUORO-2-BENZOTHIAZOLECARBONITRILE;6-fluorobenzothiazole-2-carbonitrile;SCHEMBL7548821;YMDVORKXEAGKDD-UHFFFAOYSA-N;DTXSID901291059;AKOS006309319;FT-0722052

Chemical Property of 6-Fluorobenzo[d]thiazole-2-carbonitrile

Chemical Property:

• PSA: 64.92000
• LogP: 2.30708
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 178.00009744
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

99%min ^*data from raw suppliers

6-fluoro-2-Benzothiazolecarbonitrile 97.00% ^*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(=N2)C#N

Technology Process of 6-Fluorobenzo[d]thiazole-2-carbonitrile

There total 2 articles about 6-Fluorobenzo[d]thiazole-2-carbonitrile 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: 34.0%

N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-fluoroaniline → N-chlorocyanomethylidene-4-fluoroaniline + 6-fluorobenzo[d]thiazole-2-carbonitrile (169776-04-9)

Guidance literature:

at 250 ℃; for 0.0166667h;

Reference yield:

2-amino-6-fluoro-1,3-benzothiazole (348-40-3) → 6-fluorobenzo[d]thiazole-2-carbonitrile (169776-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylnitrite; copper dichloride / acetonitrile / 4 h / 20 - 65 °C / Inert atmosphere

2: 1,4-diaza-bicyclo[2.2.2]octane / dimethyl sulfoxide; water / 12 h / 20 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; tert.-butylnitrite; copper dichloride; In water; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/acs.orglett.7b02806

Reference yield: 13.0%

thiophenol (108-98-5) + 6-fluorobenzo[d]thiazole-2-carbonitrile (169776-04-9) → 6-(phenylthio)benzo[d]thiazole-2-carbonitrile

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02806

upstream raw materials:

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

Refernces

• 1、 Besson, Thierry,Rees, Charles W.. "Some chemistry of 4,5-dichloro-1,2,3-dithiazolium chloride and its derivatives". . p. 1659 - 1662. Retrieved 2007/10/02.