2-(4-Aminophenoxy)-1-morpholinoethanone

Base Information

• Chemical Name: 2-(4-Aminophenoxy)-1-morpholinoethanone
• CAS No.: 76870-09-2
• Molecular Formula: C12H16N2O3
• Molecular Weight: 236.271
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20350655
• Wikidata: Q82126708
• Mol file: 76870-09-2.mol

Synonyms:76870-09-2;2-(4-Aminophenoxy)-1-morpholinoethanone;[4-(2-Morpholin-4-yl-2-oxoethoxy)phenyl]amine;2-(4-aminophenoxy)-1-morpholin-4-ylethanone;2-(4-Aminophenoxy)-1-(morpholin-4-yl)ethan-1-one;Cambridge id 6570475;2-(4-aminophenoxy)-1-(morpholin-4-yl)ethanone;TimTec1_004299;Oprea1_684032;AKOS BC-1990;SCHEMBL2712996;DTXSID20350655;HMS1546D09;MFCD01209797;STK733049;AKOS000209490;LS-03479;4-[2-(4-Morpholinyl)-2-oxoethoxy]aniline;CS-0210240;FT-0683226;2-(4-Aminophenoxy)-1-(4-morpholinyl)ethanone;A865398;SR-01000521200;SR-01000521200-1;4-(2-Morpholin-4-yl-2-oxoethoxy)aniline, AldrichCPR

Chemical Property of 2-(4-Aminophenoxy)-1-morpholinoethanone

Chemical Property:

• Vapor Pressure: 2.31E-09mmHg at 25°C
• Boiling Point: 479.7°C at 760 mmHg
• Flash Point: 243.9°C
• PSA: 64.79000
• Density: 1.24g/cm³
• LogP: 1.02550
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 236.11609238
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

98%,99%, ^*data from raw suppliers

[4-(2-Morpholin-4-yl-2-oxoethoxy)phenyl]amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(=O)COC2=CC=C(C=C2)N

Technology Process of 2-(4-Aminophenoxy)-1-morpholinoethanone

There total 7 articles about 2-(4-Aminophenoxy)-1-morpholinoethanone 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%

1-(morpholin-4-yl)-2-(4-nitrophenoxy)ethanone (50508-33-3) → 2-(4-aminophenoxy)-1-morpholinoethanone (76870-09-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3h; under 760.051 Torr;

Reference yield:

4-nitrophenoxyacetic acid (1798-11-4) → 2-(4-aminophenoxy)-1-morpholinoethanone (76870-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide

1.2: 5 h / Reflux

2.1: iron; ammonium chloride / methanol; water / 2 h / 70 °C

With oxalyl dichloride; iron; ammonium chloride; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2017.03.083

Reference yield:

2-(4-nitrophenoxy)acetyl chloride (20142-88-5) → 2-(4-aminophenoxy)-1-morpholinoethanone (76870-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / CHCl₃

2: 62 percent / 100percent N₂H₄*H₂O / Raney nickel / ethanol / 2 h / Heating

With potassium carbonate; hydrazine hydrate; nickel; In ethanol; chloroform;

upstream raw materials:

1-(morpholin-4-yl)-2-(4-nitrophenoxy)ethanone

2-(4-nitrophenoxy)acetyl chloride

4-nitrophenoxyacetic acid

methyl 2-(4-nitrophenoxy)acetate

Downstream raw materials:

2-(4-Isothiocyanato-phenoxy)-1-morpholin-4-yl-ethanone

Refernces

• 1、 Chen, Lixue,Deng, Tuo,Li, Lei,Li, Zhen,Ma, Xiaodong,Meng, Qiang,Sun, Huijun,Tang, Zeyao,Tian, Liangliang,Wang, Changyuan,Wang, Tong,Xu, Youjun,Zhang, Yunhao,Zheng, Xu. "Noncovalent EGFR T790M/L858R inhibitors based on diphenylpyrimidine scaffold: Design, synthesis, and bioactivity evaluation for the treatment of NSCLC". . . Retrieved 2021/07/06.
• 2、 Wang, Luhong,Ai, Min,Yu, Jiawen,Jin, Lingling,Wang, Changyuan,Liu, Zhihao,Shu, Xiaohong,Tang, Zeyao,Liu, Kexin,Luo, Hui,Guan, Wenshun,Sun, Xiuli,Ma, Xiaodong. "Structure-based modification of carbonyl-diphenylpyrimidines (Car-DPPYs) as a novel focal adhesion kinase (FAK) inhibitor against various stubborn cancer cells". . p. 154 - 162. Retrieved 2019/04/13.