6-Fluoro-2-methylbenzo[d]thiazole

Base Information

• Chemical Name: 6-Fluoro-2-methylbenzo[d]thiazole
• CAS No.: 399-73-5
• Molecular Formula: C8H6 F N S
• Molecular Weight: 167.207
• Hs Code.: 2934208090
• DSSTox Substance ID: DTXSID00568034
• Nikkaji Number: J1.920.897D
• Wikidata: Q82454158
• Mol file: 399-73-5.mol

Synonyms:6-Fluoro-2-methylbenzo[d]thiazole;399-73-5;6-fluoro-2-methylbenzothiazole;6-fluoro-2-methyl-1,3-benzothiazole;Benzothiazole, 6-fluoro-2-methyl- (7CI,8CI,9CI);SCHEMBL2615304;DTXSID00568034;MFCD00012319;AKOS006283074;CS-W005688;DS-5867;A824829;InChI=1/C8H6FNS/c1-5-10-7-3-2-6(9)4-8(7)11-5/h2-4H,1H

Chemical Property of 6-Fluoro-2-methylbenzo[d]thiazole

Chemical Property:

• Vapor Pressure: 0.051mmHg at 25°C
• Melting Point: 112-114 °C
• Refractive Index: 1.635
• Boiling Point: 243.013°C at 760 mmHg
• PKA: 1.48±0.10(Predicted)
• Flash Point: 100.771°C
• PSA: 41.13000
• Density: 1.319g/cm³
• LogP: 2.74380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 167.02049853
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

6-Fluoro-2-methylbenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=C(C=C2)F

Technology Process of 6-Fluoro-2-methylbenzo[d]thiazole

There total 11 articles about 6-Fluoro-2-methylbenzo[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: 77.0%

N-(2-iodo-4-fluorophenyl)acetamide (29654-01-1) → 6-fluoro-2-methylbenzo[d]thiazole (399-73-5)

Guidance literature:

N-(2-iodo-4-fluorophenyl)acetamide; With sodiumsulfide nonahydrate; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Schlenk technique; Sealed tube;

With hydrogenchloride; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1016/j.mcat.2022.112115

Reference yield: 72.0%

N-(2-bromo-4-fluorophenyl)acetamide (1009-22-9) → 6-fluoro-2-methylbenzo[d]thiazole (399-73-5)

Guidance literature:

N-(2-bromo-4-fluorophenyl)acetamide; With potassium sulfide; In N,N-dimethyl-formamide; at 140 ℃; for 24h; Schlenk technique; Sealed tube;

With hydrogenchloride; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1016/j.mcat.2022.112115

Reference yield: 57.0%

(5-fluoro-2-isocyanophenyl)(methyl)sulfane → 6-fluoro-2-methylbenzo[d]thiazole (399-73-5)

Guidance literature:

With di-tert-butyl peroxide; In fluorobenzene; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02837

upstream raw materials:

N-(4-fluorophenyl)ethanethioamide

malonic acid

4-fluorophenyl isothiocyanate

2,4-difluorophenylamine

Downstream raw materials:

6-fluorobenzo[d]thiazole-2-carbaldehyde

2-(6-fluorobenzo[d]thiazol-2-yl)acetonitrile

5-fluoro-2-aminobenzenethiol

Refernces

• 1、 Lasing, Thitiya,Phumee, Atchara,Siriyasatien, Padet,Chitchak, Kantima,Vanalabhpatana, Parichatr,Mak, Kit-Kay,Hee Ng, Chew,Vilaivan, Tirayut,Khotavivattana, Tanatorn. "Synthesis and antileishmanial activity of fluorinated rhodacyanine analogues: The ‘fluorine-walk’ analysis". supporting information. . Retrieved 2019/12/09.
• 2、 Shaik, Thokhir B.,Hussaini, S.M. Ali,Nayak, V. Lakshma,Sucharitha, M. Lakshmi,Malik, M. Shaheer,Kamal, Ahmed. "Rational design and synthesis of 2-anilinopyridinyl-benzothiazole Schiff bases as antimitotic agents". supporting information. p. 2549 - 2558. Retrieved 2017/05/09.