4-Chloro-3-methoxyaniline

Base Information

• Chemical Name: 4-Chloro-3-methoxyaniline
• CAS No.: 13726-14-2
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 29214200
• Mol file: 13726-14-2.mol

Synonyms:m-Anisidine,4-chloro- (8CI);1-Amino-4-chloro-3-methoxybenzene;2-Chloro-5-aminoanisole;4-Chloro-3-methoxyaniline;4-Chloro-3-methoxyphenylamine;4-Chloro-m-anisidine;5-Amino-2-chloroanisole;4-Chloro-3-(methyloxy)aniline;

Chemical Property of 4-Chloro-3-methoxyaniline

Chemical Property:

• Appearance/Colour: White or off-white powder
• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 77-79 °C
• Refractive Index: 1.573
• Boiling Point: 274.058 °C at 760 mmHg
• PKA: 3.54±0.10(Predicted)
• Flash Point: 119.546 °C
• PSA: 35.25000
• Density: 1.234 g/cm³
• LogP: 2.51200
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

Useful:

• Uses: 4-Chloro-3-methoxyaniline is a useful reagent for the preparation of Raf kinase inhibitors.

Technology Process of 4-Chloro-3-methoxyaniline

There total 10 articles about 4-Chloro-3-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-chloro-5-nitroanisole (1009-36-5) → 4-chloro-m-anisidine (13726-14-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; for 4h; Reflux;

DOI:10.1021/acs.jmedchem.5b00365

Reference yield: 99.0%

2,5-dichloroanisole (1984-58-3) → 4-chloro-m-anisidine (13726-14-2)

Guidance literature:

With Iron(III) nitrate nonahydrate; ammonia; sodium; In hexane; at -78 - -45 ℃;

DOI:10.1021/jm1007903

Reference yield: 62.0%

5-Bromo-2-chloroanisole (16817-43-9) → 4-chloro-m-anisidine (13726-14-2)

Guidance literature:

5-Bromo-2-chloroanisole; With magnesium; In tetrahydrofuran; Inert atmosphere;

With C₁₀H₁₇NO; In tetrahydrofuran; toluene; at -78 ℃; for 3h; Inert atmosphere;

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

DOI:10.1038/nchem.2672

upstream raw materials:

2-chloro-5-nitroanisole

2,5-dichloroanisole

ammonia

1,3-dichloro-4-methoxybenzene

Downstream raw materials:

N-[4-(4-Chloro-3-methoxy-phenylamino)-9,10-dioxo-9,10-dihydro-anthracen-1-yl]-benzamide

(2-amino-5-chloro-4-methoxy-phenyl)-pyridin-4-yl-methanone

(4-chloro-3-methoxy-phenyl)-thiourea

2-chloro-N-(4-chloro-3-methoxyphenyl)-acetamide

Refernces

• 1、 Du, Jialei,Chen, Jie,Xia, Hehuan,Zhao, Yiwei,Wang, Fang,Liu, Hong,Zhou, Weijia,Wang, Bin. "Commercially Available CuO Catalyzed Hydrogenation of Nitroarenes Using Ammonia Borane as a Hydrogen Source". . p. 2426 - 2430. Retrieved 2020/03/30.
• 2、 -. "AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS". Paragraph 0098; 0134; 0135; 0184. . Retrieved 2018/03/25.