3-Chloro-4-fluoroaniline

Base Information

• Chemical Name: 3-Chloro-4-fluoroaniline
• CAS No.: 367-21-5
• Molecular Formula: C6H5ClFN
• Molecular Weight: 145.564
• Hs Code.: 29214210
• European Community (EC) Number: 206-682-8
• NSC Number: 10290
• UNII: 7L63CC70UQ
• DSSTox Substance ID: DTXSID0038754
• Nikkaji Number: J94.735K
• Wikidata: Q27268500
• Mol file: 367-21-5.mol

Synonyms:3-chloro-4-fluoroaniline

Chemical Property of 3-Chloro-4-fluoroaniline

Chemical Property:

• Appearance/Colour: dark purple to black solid
• Vapor Pressure: 0.0522mmHg at 25°C
• Melting Point: 42-44 °C(lit.)
• Refractive Index: 1,54-1,542
• Boiling Point: 227.5 °C at 760 mmHg
• PKA: 3.60±0.10(Predicted)
• Flash Point: 99.4 °C
• PSA: 26.02000
• Density: 1.349 g/cm³
• LogP: 2.64250
• Storage Temp.: Store below +30°C.
• Solubility.: 10g/l
• Water Solubility.: 10 g/L (20 ºC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 145.0094550
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-3-chloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn, Xi
• Hazard Codes: T,Xi,Xn
• Statements: 23/24/25-33-36/37/38-20/21/22
• Safety Statements: 36/37/39-45-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)F

Technology Process of 3-Chloro-4-fluoroaniline

There total 10 articles about 3-Chloro-4-fluoroaniline 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: 99.9%

3-chloro-4-fluoronitrobenzene (350-30-1) → 3-chloro-4-fluorophenylamine (367-21-5)

Guidance literature:

With hydrogen; In ethanol; water; at 25 ℃; for 3h; under 760.051 Torr; Autoclave;

DOI:10.1016/j.catcom.2009.11.021

Reference yield: 86.0%

C14H11ClFNO2 → 3-chloro-4-fluorophenylamine (367-21-5)

Guidance literature:

With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1007/s00706-018-2276-x

Reference yield: 83.0%

→ 3-chloro-4-fluorophenylamine (367-21-5)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 110 ℃; for 6h;

upstream raw materials:

3-chloro-4-fluoronitrobenzene

3-Nitrochlorobenzene

4-Fluoronitrobenzene

3-chloro-aniline

Downstream raw materials:

1-chloro-2-fluorobenzene

1,3-dichloro-4-fluorobenzene

3-chloro-4-fluorophenol

3-Chloro-4-fluorobenzaldehyde

Refernces

Synthesis and comparative study of anti-mycobacterium activity of a novel series of fluoronitrobenzothiazolopyrazoline regioisomers

10.1002/ardp.201100072

The research aims to develop a new and safer drug for tuberculosis by synthesizing and evaluating a series of fluoronitrobenzothiazolopyrazolines for their antitubercular activity. The study focuses on three subclasses of compounds: fluorobenzothiazolopyrazolines, fluoronitrobenzothiazolopyrazolines with the nitro group at the 5th position, and those with the nitro group at the 4th position. The compounds were tested for their in-vitro antitubercular activity against the Mycobacterium tuberculosis H37Rv strain using Middlebrook 7H-9 broth. The results showed that the introduction of a nitro group at the 5th position of the benzothiazole ring significantly increased antitubercular activity, while the introduction at the 4th position decreased it. Electron-donating substituents in the aromatic ring also enhanced activity. Selected compounds were further tested for cytotoxicity on THP-1 cell lines, showing low cytotoxicity compared to their antitubercular activity. Key chemicals used in the synthesis include 4-fluoro-3-chloroaniline, potassium thiocyanate, hydrazine hydrate, acetic anhydride, nitric acid, sulfuric acid, and various aromatic aldehydes. The study concludes that fluoronitrobenzothiazolopyrazolines with specific substituents show promising antitubercular activity and could serve as potential candidates for further drug development.