Methyl (4-aminophenoxy)acetate

Base Information

• Chemical Name: Methyl (4-aminophenoxy)acetate
• CAS No.: 59954-04-0
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• European Community (EC) Number: 804-993-9
• DSSTox Substance ID: DTXSID30423642
• Nikkaji Number: J90.075C
• Wikidata: Q82235890
• Mol file: 59954-04-0.mol

Synonyms:methyl (4-aminophenoxy)acetate;59954-04-0;methyl 2-(4-aminophenoxy)acetate;Acetic acid, (4-aminophenoxy)-, methyl ester;(4-aminophenoxy)acetic acid methyl ester;MFCD03942351;methyl 4-aminophenoxyacetate;(4-Aminophenoxy)acetic acid, methyl ester;Methyl(4-aminophenoxy)acetate;4-methoxycarbonylmethoxyaniline;SCHEMBL223169;methyl (p-aminophenoxy)acetate;methyl2-(4-aminophenoxy)acetate;DTXSID30423642;AMY41568;STK277215;AKOS000131135;AS-38884;SY102551;(4-aminophenoxy)-acetic acid methyl ester;(4-Amino-phenoxy)-acetic acid methyl ester;Methyl (4-aminophenoxy)acetate, AldrichCPR;BB 0219830;CS-0187807;FT-0702918;EN300-40996;Z57469153

Chemical Property of Methyl (4-aminophenoxy)acetate

Chemical Property:

• Vapor Pressure: 0.000775mmHg at 25°C
• Melting Point: 65-66 °C(Solv: water (7732-18-5))
• Boiling Point: 306.4oC at 760 mmHg
• PKA: 4.88±0.10(Predicted)
• Flash Point: 152.1oC
• PSA: 61.55000
• Density: 1.19g/cm3
• LogP: 1.40180
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl(4-Aminophenoxy)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)COC1=CC=C(C=C1)N
• Uses: Methyl (4-Aminophenoxy)acetate is an intermediate in synthesizing 2-(4-(Methylsulfonamido)phenoxy)acetic Acid-13C (M332217), an isotopically labelled analogue of 2-(4-(Methylsulfonamido)phenoxy)acetic Acid (M332215), which is a metabolite of antiarrhythmic drug Dofetilide (D525700), a potassium channel blocker.

Technology Process of Methyl (4-aminophenoxy)acetate

There total 8 articles about Methyl (4-aminophenoxy)acetate 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: 85.0%

methyl 2-(4-((tert-butoxycarbonyl)amino)phenoxy)acetate (632388-02-4) → methyl 4-aminophenoxyacetate (59954-04-0)

Guidance literature:

With trifluoroacetic acid; In 1,4-dioxane; at 20 ℃; for 1h;

Reference yield: 82.0%

→ methyl 4-aminophenoxyacetate (59954-04-0)

Guidance literature:

Reference yield: 58.5%

methanol (67-56-1) + (4-aminophenoxy)acetic acid hydrochloride → methyl 4-aminophenoxyacetate (59954-04-0)

Guidance literature:

With hydrogenchloride; at 10 ℃; for 11h; Heating / reflux;

upstream raw materials:

methanol

4-aminophenoxyacetic acid

4-nitro-phenol

methyl 2-(4-((tert-butoxycarbonyl)amino)phenoxy)acetate

Downstream raw materials:

N-(2-(3,4-dichlorophenylamino)ethyl)-2-(4-(methylsulfonamido)phenoxy)acetamide

N-(3,4-dichlorocinnamyl)-2-(4-(methylsulfonamido)-phenoxy)acetamide

N-(3-(3,4-dichlorophenyl)propyl)-2-(4-(methylsulfonamido)phenoxy)acetamide

N-(2-(3,4-dichlorophenoxy)ethyl)-2-(4-(methylsulfonamido)phenoxy)acetamide

Refernces

• 1、 -. "BIFUNCTIONAL DEGRADERS AND THEIR METHODS OF USE". Page/Page column 254; 296. . Retrieved 2021/04/01.
• 2、 Liosi, Maria-Elena,Krimmer, Stefan G.,Newton, Ana S.,Dawson, Thomas K.,Puleo, David E.,Cutrona, Kara J.,Suzuki, Yoshihisa,Schlessinger, Joseph,Jorgensen, William L.. "Selective Janus Kinase 2 (JAK2) Pseudokinase Ligands with a Diaminotriazole Core". . p. 5324 - 5340. Retrieved 2020/06/10.