5-Fluoro-2-methylbenzothiazole

Base Information

• Chemical Name: 5-Fluoro-2-methylbenzothiazole
• CAS No.: 399-75-7
• Molecular Formula: C8H6FNS
• Molecular Weight: 167.207
• Hs Code.: 2934200090
• DSSTox Substance ID: DTXSID50344502
• Nikkaji Number: J265.910G
• Wikidata: Q72474527
• ChEMBL ID: CHEMBL3092380
• Mol file: 399-75-7.mol

Synonyms:5-Fluoro-2-methylbenzothiazole;399-75-7;5-Fluoro-2-methylbenzo[d]thiazole;5-Fluoro-2-methyl-1,3-benzothiazole;2-Methyl-5-fluorobenzothiazole;Benzothiazole, 5-fluoro-2-methyl-;5-Fluoro-2-methyl-benzothiazole;SCHEMBL1319670;CHEMBL3092380;DTXSID50344502;MFCD00135018;5-Fluoro-2-methylbenzothiazole, 97%;AKOS015853223;5-Fluoro-2-methyl-1,3-benzothiazole #;AS-61369;CS-0317892;F0316;FT-0620400;F14941;A824830

Chemical Property of 5-Fluoro-2-methylbenzothiazole

Chemical Property:

• Refractive Index: n20/D 1.584(lit.)
• Boiling Point: 254.5 °C at 760 mmHg
• PKA: 1.51±0.10(Predicted)
• Flash Point: 85 °C
• PSA: 41.13000
• Density: 1.319 g/cm³
• LogP: 2.74380
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(S1)C=CC(=C2)F
• Uses: 5-Fluoro-2-methylbenzothiazole is a useful reactant in the preparation of antileishmanial drug candidates.

Technology Process of 5-Fluoro-2-methylbenzothiazole

There total 9 articles about 5-Fluoro-2-methylbenzothiazole 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: 79.0%

N-(5-fluoro-2-iodophenyl)acetamide (1173707-01-1) → 5-fluoro-2-methyl-1,3-benzothiazole (399-75-7)

Guidance literature:

N-(5-fluoro-2-iodophenyl)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: 61.0%

N-(2-bromo-5-fluorophenyl)ethanethioamide → 5-fluoro-2-methyl-1,3-benzothiazole (399-75-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; johnphos; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2019.115187

Reference yield:

C19H28FNSO3 → 5-fluoro-2-methyl-1,3-benzothiazole (399-75-7)

Guidance literature:

C₁₉H₂₈FNSO₃; With sodium ethanolate; In tetrahydrofuran; ethanol; at 50 ℃; for 1h;

With trifluoroacetic acid; In tetrahydrofuran; ethanol; Further stages.; Heating;

DOI:10.1021/ol7015737

upstream raw materials:

2-methyl-5-aminobenzothiazole

N-(2-bromo-5-fluoro-phenyl)acetamide

2,5-difluoroaniline

(2,5-difluorophenyl)acetanilide

Downstream raw materials:

2-amino-4-fluorobenzene-1-thiol

ethyl 8-fluoro-1-oxo-2-phenyl-1H-pyrido[2,1-b]benzothiazole-4-carboxylate

8-fluoro-1-oxo-2-phenyl-1H-pyrido[2,1-b][1,3]benzothiazole-4-carboxylic acid

2-(5-(5-fluoro-3-methylbenzothiazol-2(3H)-ylidene)penta-1,3-dien-1-yl)-3-methylbenzoxazol-3-ium tetraphenylborate