4-Chloro-2-methoxyaniline

Base Information

• Chemical Name: 4-Chloro-2-methoxyaniline
• CAS No.: 93-50-5
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2922299090
• European Community (EC) Number: 202-251-3
• UNII: TV9MZ8W6NF
• DSSTox Substance ID: DTXSID5059088
• Nikkaji Number: J10.600C
• Wikidata: Q72452961
• Mol file: 93-50-5.mol

Synonyms:4-chloro-2-methoxyaniline;93-50-5;Benzenamine, 4-chloro-2-methoxy-;4-Chloro-2-methoxy-phenylamine;4-Chloro-o-anisidine;p-Chloro-o-anisidine;2-Amino-5-chloroanisole;4-chloro-2-methoxybenzenamine;(4-Chloro-2-methoxyphenyl)amine;4-Chloro-2-anisidine;EINECS 202-251-3;MFCD06801386;2-methoxy-4-chloroaniline;2-AMINO-5-CHLOROANISOLE HYDROCHLORIDE;4-chloro-2-methoxyphenylamine;chloroanisidine;4-chlor-o-anisidin;5-Chloro-2-aminoanisole;TV9MZ8W6NF;2-methoxy-4-chlorobenzenamine;SCHEMBL171279;4-Chloro-2-(methyloxy)aniline;o-ANISIDINE, 4-CHLORO-;DTXSID5059088;WOXLPNAOCCIZGP-UHFFFAOYSA-;Benzenamine,4-chloro-2-methoxy-;1-Amino-4-chloro-2-methoxybenzene;BCP28442;BBL100098;STL301778;AKOS000674032;4-Chloro-2-methoxyaniline, AldrichCPR;PS-3458;SB40014;SY104152;CS-0043926;FT-0631468;EN300-152623;AN-584/43422715;J-514957;Z851801172

Chemical Property of 4-Chloro-2-methoxyaniline

Chemical Property:

• Vapor Pressure: 0.0125mmHg at 25°C
• Melting Point: 52°C
• Refractive Index: 1.572
• Boiling Point: 260 °C at 760 mmHg
• PKA: 3.90±0.10(Predicted)
• Flash Point: 108.9 °C
• PSA: 35.25000
• Density: 1.234 g/cm³
• LogP: 2.51200
• Storage Temp.: Keep Cold
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.0294416
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%, ^*data from raw suppliers

4-Chloro-2-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)Cl)N
• Uses: 4-Chloro-2-methoxyaniline is an important intermediate used for the synthesis of CXCR2 antagonists and some CD4-gp120 binding inhibitors.

Technology Process of 4-Chloro-2-methoxyaniline

There total 26 articles about 4-Chloro-2-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: 97.0%

1-chloro-3-methoxy-4-nitrobenzene (6627-53-8) → 4-chloro-o-anisidine (93-50-5)

Guidance literature:

With ammonium formate; platinum on activated charcoal; In methanol;

DOI:10.1016/j.bmcl.2007.05.011

Reference yield: 94.0%

Ethyl 4-chloro-2-methoxycarbanilate (135055-92-4) → 4-chloro-o-anisidine (93-50-5)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 160 ℃; for 1.5h;

DOI:10.1248/cpb.39.572

Reference yield: 93.0%

2-methoxy-phenylamine (90-04-0) → 4-chloro-o-anisidine (93-50-5)

Guidance literature:

With copper dichloride; 1-hexyl-3-methylimidazol-1-ium chloride; at 40 ℃; for 3h; regioselective reaction;

DOI:10.3762/bjoc.8.84

upstream raw materials:

tetrachloromethane

tertiary amyl hypochlorite

N-benzylidene-2-methoxy-aniline

2-Nitroanisole

Downstream raw materials:

4-chloro-2-methoxy-N,N-dimethyl-aniline

α-chloro-α-methyl-β-(2-methoxy-4-chlorophenyl)propionitrile

α,α-dichloro-β-(2-methoxy-4-chlorophenyl)propionitrile

N-(4-chloro-2-methoxyphenyl)-1-ethyl[1,2,4]triazolo [4,3-a]quinoxalin-4-amine

Refernces

• 1、 Chetty, Sarentha,Armstrong, Tom,Sharma Kharkwal, Shalu,Drewe, William C.,De Matteis, Cristina I.,Evangelopoulos, Dimitrios,Bhakta, Sanjib,Thomas, Neil R.. "New inha inhibitors based on expanded triclosan and di-triclosan analogues to develop a new treatment for tuberculosis". . . Retrieved 2021/05/03.
• 2、 -. "NEW COMPOUND HAVING FGFR INHIBITORY ACTIVITY AND PREPARATION AND APPLICATION THEREOF". Paragraph 0374; 0375. . Retrieved 2019/05/30.