1-(2-Methoxyphenyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(2-Methoxyphenyl)-1H-pyrrole-2,5-dione
• CAS No.: 17392-68-6
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2925190090
• European Community (EC) Number: 653-759-0
• NSC Number: 144974
• DSSTox Substance ID: DTXSID70169734
• Nikkaji Number: J171.257H
• Wikidata: Q83039481
• ChEMBL ID: CHEMBL565904
• Mol file: 17392-68-6.mol

Synonyms:N-(2-methoxyphenyl)maleimide

Chemical Property of 1-(2-Methoxyphenyl)-1H-pyrrole-2,5-dione

Chemical Property:

• Melting Point: 119-120 °C
• Boiling Point: 342.6 °C at 760 mmHg
• PKA: 0.27±0.20(Predicted)
• Flash Point: 161 °C
• PSA: 46.61000
• Density: 1.317 g/cm³
• LogP: 1.18960
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

1-(2-methoxyphenyl)-1H-pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1N2C(=O)C=CC2=O

Technology Process of 1-(2-Methoxyphenyl)-1H-pyrrole-2,5-dione

There total 9 articles about 1-(2-Methoxyphenyl)-1H-pyrrole-2,5-dione 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: 95.0%

(2-methoxyphenyl)maleamic acid (31460-26-1,36847-94-6) → 1-(2-methoxyphenyl)maleimide (17392-68-6)

Guidance literature:

With sodium acetate; acetic anhydride; In diethyl ether; at 95 - 100 ℃;

DOI:10.1080/10426509308034412

Reference yield:

2-methoxy-phenylamine (90-04-0) → 1-(2-methoxyphenyl)maleimide (17392-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / Ambient temperature

2: NaOAc, Ac₂O / 1.5 h / 95 - 100 °C

With sodium acetate; acetic anhydride; In diethyl ether;

Reference yield:

maleic anhydride (108-31-6) + 2-methoxy-phenylamine (90-04-0) → 1-(2-methoxyphenyl)maleimide (17392-68-6)

Guidance literature:

maleic anhydride; 2-methoxy-phenylamine; In diethyl ether; at 20 ℃;

With sodium acetate; acetic anhydride; at 120 ℃;

DOI:10.1016/j.bmcl.2010.03.040

upstream raw materials:

(2-methoxyphenyl)maleamic acid

2-methoxy-phenylamine

maleic acid

methanol

Downstream raw materials:

1'-(2-Methoxy-phenyl)-[1,3']bipyrrolidinyl-2',5'-dione

1-(2-Methoxy-phenyl)-3-piperidin-1-yl-pyrrolidine-2,5-dione

1-(2-Methoxy-phenyl)-3-(4-phenylsulfanyl-phenylamino)-pyrrolidine-2,5-dione

1-(2-Methoxy-phenyl)-3-(4-methoxy-phenylamino)-pyrrolidine-2,5-dione

Refernces

• 1、 Mohammed, Mohammed K.,Almashal, Faeza A.,Jassem, Ahmed M.. "1,3-dipolar cycloaddition: Free catalytic synthesis and esophageal cancer activity of new 1,2,3-triazole-oxydianiline-maleimide hybrids". . p. 47 - 53. Retrieved 2021/01/18.
• 2、 Lefebvre, Quentin,Hoffmann, Norbert,Rueping, Magnus. "Photoorganocatalysed and visible light photoredox catalysed trifluoromethylation of olefins and (hetero)aromatics in batch and continuous flow". supporting information. p. 2493 - 2496. Retrieved 2016/02/18.