2-(4-METHOXYPHENOXY)ANILINE

Base Information

• Chemical Name: 2-(4-METHOXYPHENOXY)ANILINE
• CAS No.: 105901-39-1
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2922299090
• Mol file: 105901-39-1.mol

Synonyms:2-Amino-4'-methoxydiphenyloxid;

Chemical Property of 2-(4-METHOXYPHENOXY)ANILINE

Chemical Property:

• Vapor Pressure: 0.000153mmHg at 25°C
• Boiling Point: 331.7oC at 760 mmHg
• Flash Point: 169.1oC
• PSA: 44.48000
• Density: 1.155g/cm3
• LogP: 3.65090
• Storage Temp.: 2-8°C
• Solubility.: DCM

Purity/Quality:

98%min ^*data from raw suppliers

o-(p-Methoxyphenoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: o-(p-Methoxyphenoxy)aniline is an intermediate in the synthesis of inhibitors against cyclooxygenases and leukotriene A4 hydrolase.

Technology Process of 2-(4-METHOXYPHENOXY)ANILINE

There total 7 articles about 2-(4-METHOXYPHENOXY)ANILINE 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: 98.0%

2-(4-methoxyphenoxy)nitrobenzene (58656-16-9) → 2-(4-Methoxyphenoxy)benzenamine (105901-39-1)

Guidance literature:

With palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2019.03.045

Reference yield: 78.0%

4-methoxy-phenol (150-76-5) + o-chloroaniline (95-51-2) → 2-(4-Methoxyphenoxy)benzenamine (105901-39-1)

Guidance literature:

With potassium phosphate; copper(l) iodide; N¹-benzyl-N²-(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide; In dimethyl sulfoxide; at 120 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.201601035

Reference yield:

2-Chloronitrobenzene (88-73-3) → 2-(4-Methoxyphenoxy)benzenamine (105901-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / KOH / 3.5 h / Heating

2: 75 percent / iron; HCl / H₂O / 1 h / 80 °C

With hydrogenchloride; potassium hydroxide; iron; In water; 1: Williamson reaction;

upstream raw materials:

2-(4-methoxyphenoxy)nitrobenzene

4-methoxy-phenol

2-Chloronitrobenzene

potassium p-methoxyphenolate

Downstream raw materials:

2-Isocyanato-4'-methoxydiphenyloxid

2-(4-Methoxiphenoxi)-trifluormethansulfonanilid

(E)-1-(2-(7-chloroquinolin-4-ylamino)ethyl)-3-(2-(4-methoxyphenoxy)phenyl)-2-phenylguanidine

(E)-1-(3-(7-chloroquinolin-4-ylamino)propyl)-3-(2-(4-methoxyphenoxy)phenyl)-2-phenylguanidine

Refernces

• 1、 Panda, Niranjan,Mattan, Irshad,Ojha, Subhadra,Purohit, Chandra Shekhar. "Synthesis of medium-sized (6-7-6) ring compounds by iron-catalyzed dehydrogenative C-H activation/annulation". supporting information. p. 7861 - 7870. Retrieved 2018/11/21.
• 2、 Fan, Mengyang,Zhou, Wei,Jiang, Yongwen,Ma, Dawei. "CuI/oxalamide catalyzed couplings of (hetero)aryl chlorides and phenols for diaryl ether formation". supporting information. p. 6211 - 6215. Retrieved 2016/05/24.