3-Fluoro-4-methoxyaniline

Base Information

• Chemical Name: 3-Fluoro-4-methoxyaniline
• CAS No.: 366-99-4
• Molecular Formula: C7H8FNO
• Molecular Weight: 141.145
• Hs Code.: 29214200
• Mol file: 366-99-4.mol

Synonyms:p-Anisidine,3-fluoro- (8CI);(3-Fluoro-4-methoxyphenyl)amine;3-Fluoro-4-methoxybenzenamine;3-Fluoro-p-anisidine;3-Fluoroanisidine;4-Amino-2-fluoroanisole;[3-Fluoro-4-(methyloxy)phenyl]amine;2-Fluoro-4-aminoanisole;Benzenamine, 3-fluoro-4-methoxy-;

Chemical Property of 3-Fluoro-4-methoxyaniline

Chemical Property:

• Appearance/Colour: light beige to yellow-brown crystalline powder
• Vapor Pressure: 0.0184mmHg at 25°C
• Melting Point: 81-83 °C(lit.)
• Refractive Index: 1.531
• Boiling Point: 253.4 °C at 760 mmHg
• PKA: 4.18±0.10(Predicted)
• Flash Point: 101.2 °C
• PSA: 35.25000
• Density: 1.176 g/cm³
• LogP: 1.99770
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn,Xi,T
• Hazard Codes: Xn,Xi,T
• Statements: 20/21/22-36/37/38-23/24/25
• Safety Statements: 26-37/39-45-38-36/37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Fluoro-4-methoxyaniline was used as a reagent in the synthesis of novel leucine ureido derivatives which have potent inhibitory activity againt aminopeptidase N. Also used in the synthesis of novel mGluR1 antagonists for the treatment of chronic pain.

Technology Process of 3-Fluoro-4-methoxyaniline

There total 11 articles about 3-Fluoro-4-methoxyaniline 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: 99.0%

2-fluoro-1-methoxy-4-nitrobenzene (455-93-6) → 3-fluoro-4-methoxyaniline (366-99-4)

Guidance literature:

With hydrogen; 10percent Pd/C; In ethanol; for 16h; under 2327.23 Torr;

DOI:10.1021/jm000339w

Reference yield: 84.0%

1-(3-fluoro-4-methoxyphenyl)ethan-1-ol (590417-81-5) → 3-fluoro-4-methoxyaniline (366-99-4)

Guidance literature:

With O-pivaloylhydroxylamine trifluoromethanesulfonate salt; water; at 60 ℃; for 8h;

DOI:10.1002/cjoc.202100430

Reference yield: 68.0%

3-fluoro-4-methoxyphenyl bromide (2357-52-0) → 3-fluoro-4-methoxyaniline (366-99-4)

Guidance literature:

3-fluoro-4-methoxyphenyl bromide; With magnesium; In tetrahydrofuran; Inert atmosphere;

With C₁₀H₁₇NO; In tetrahydrofuran; toluene; at -78 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; toluene; Inert atmosphere;

DOI:10.1038/nchem.2672

upstream raw materials:

2-fluoro-1-methoxy-4-nitrobenzene

4-methoxy-aniline

1-fluoro-2-methoxybenzene

2-acetylpropanoic acid ethyl ester

Downstream raw materials:

3-fluoro-4-methoxyphenyl isocyanate

4-bromo-2-fluorophenol

4-chloro-2-fluorophenol

2-fluoro-4-iodophenol

Refernces

• 1、 Gallou, Fabrice,Li, Xiaohan,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.. "High Turnover Pd/C Catalyst for Nitro Group Reductions in Water. One-Pot Sequences and Syntheses of Pharmaceutical Intermediates". supporting information. p. 8114 - 8118. Retrieved 2021/10/25.
• 2、 Nicewicz, David A.,Pistritto, Vincent A.,Schutzbach-Horton, Megan E.. "Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis". supporting information. p. 17187 - 17194. Retrieved 2020/11/02.