6-Fluoro-2-(4-nitrophenyl)benzo[D]thiazole

Base Information

• Chemical Name: 6-Fluoro-2-(4-nitrophenyl)benzo[D]thiazole
• CAS No.: 343975-46-2
• Molecular Formula: C13H7FN2O2S
• Molecular Weight: 274.275
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40442203
• Mol file: 343975-46-2.mol

Synonyms:6-FLUORO-2-(4-NITROPHENYL)BENZO[D]THIAZOLE;343975-46-2;SCHEMBL2461783;DTXSID40442203;UYFDMHRGUWCUHK-UHFFFAOYSA-N;2-(4'-nitrophenyl)-6-fluorobenzothiazole;(2-Hydroxyethyl)propylcarbamicacidtert-butylester

Chemical Property of 6-Fluoro-2-(4-nitrophenyl)benzo[D]thiazole

Chemical Property:

• PSA: 86.95000
• LogP: 4.53380
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 274.02122681
• Heavy Atom Count: 19
• Complexity: 344

Purity/Quality:

6-FLUORO-2-(4-NITROPHENYL)BENZOTHIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NC3=C(S2)C=C(C=C3)F)[N+](=O)[O-]

Technology Process of 6-Fluoro-2-(4-nitrophenyl)benzo[D]thiazole

There total 7 articles about 6-Fluoro-2-(4-nitrophenyl)benzo[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: 69.2%

N-(4-fluorophenyl)-4-nitro-1-benzenecarbothioamide (167565-72-2) → 6-fluoro-2-(4-nitrophenyl)benzo[d]thiazole (343975-46-2)

Guidance literature:

With sodium hydroxide; potassium hexacyanoferrate(III); In ethanol; water; at 90 ℃;

DOI:10.1016/j.molstruc.2020.129413

Reference yield: 57.0%

4-nitrobenzaldehdye (555-16-8) + 5-fluoro-2-aminobenzenethiol (33264-82-3) → 6-fluoro-2-(4-nitrophenyl)benzo[d]thiazole (343975-46-2)

Guidance literature:

In dimethyl sulfoxide; at 180 ℃; for 0.5h;

DOI:10.1016/j.bmc.2011.03.029

Reference yield:

4-nitro-N-(4-fluorophenyl)benzamide (347-81-9) → 6-fluoro-2-(4-nitrophenyl)benzo[d]thiazole (343975-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Lawesson's reagent; HMPA / 15 h / 100 °C

2: 52 percent / aq. NaOH; K₃Fe(CN)6 / ethanol / 2 h / 90 °C

With Lawessons reagent; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; potassium hexacyanoferrate(III); In ethanol;

DOI:10.1021/jm001104n

upstream raw materials:

N-(4-fluorophenyl)-4-nitro-1-benzenecarbothioamide

4-nitro-N-(4-fluorophenyl)benzamide

4-nitro-benzoyl chloride

4-fluoroaniline

Downstream raw materials:

C₂₁H₁₄F₂N₂OS

6-fluoro-2-(4-(5-(4-fluoro-3-methoxyphenyl)-1H-imidazol-1-yl)phenyl)benzo[d]thiazole

C₁₅H₁₀ClFN₂OS

C₂₈H₃₁FN₄O₂S₂

Refernces

• 1、 Subba Rao,Swapna, Konderu,Shaik, Siddiq Pasha,Lakshma Nayak,Srinivasa Reddy,Sunkari, Satish,Shaik, Thokhir Basha,Bagul, Chandrakant,Kamal, Ahmed. "Synthesis and biological evaluation of cis-restricted triazole/tetrazole mimics of combretastatin-benzothiazole hybrids as tubulin polymerization inhibitors and apoptosis inducers". . p. 977 - 999. Retrieved 2017/02/05.
• 2、 Pan, Jinhe,Mason, Neale S.,Debnath, Manik L.,Mathis, Chester A.,Klunk, William E.,Lin, Kuo-Shyan. "Design, synthesis and structure-activity relationship of rhenium 2-arylbenzothiazoles as β-amyloid plaque binding agents". . p. 1720 - 1726. Retrieved 2013/04/10.