Ethyl 2,5-dioxopyrrole-1-carboxylate

Base Information

• Chemical Name: Ethyl 2,5-dioxopyrrole-1-carboxylate
• CAS No.: 55750-49-7
• Molecular Formula: C7H7NO4
• Molecular Weight: 169.137
• Hs Code.: 2925190090
• NSC Number: 266054
• DSSTox Substance ID: DTXSID30313039
• Nikkaji Number: J3.475.567A
• Wikidata: Q82063888
• Mol file: 55750-49-7.mol

Synonyms:55750-49-7;ethyl 2,5-dioxopyrrole-1-carboxylate;ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate;N-carbethoxymaleimide;MFCD16619570;1H-Pyrrole-1-carboxylic acid, 2,5-dihydro-2,5-dioxo-, ethyl ester;n-ethoxycarbonylmaleimide;NSC266054;N-carboethoxymaleimide;N-ethoxycarbonyl-maleimide;AMY511;SCHEMBL1678307;DTXSID30313039;FD6049;AKOS015902462;NSC 266054;NSC-266054;AC-23483;DS-17239;SY013163;CS-0151559;FT-0710624;A870103;2,5-Dioxo-3-pyrroline-1-carboxylic acid ethyl ester;ethyl2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Chemical Property of Ethyl 2,5-dioxopyrrole-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.0147mmHg at 25°C
• Boiling Point: 257.3°Cat760mmHg
• PKA: -3.11±0.20(Predicted)
• Flash Point: 109.4°C
• PSA: 63.68000
• Density: 1.407g/cm³
• LogP: 0.00580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 169.03750770
• Heavy Atom Count: 12
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2,5-dioxopyrrole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1C(=O)C=CC1=O

Technology Process of Ethyl 2,5-dioxopyrrole-1-carboxylate

There total 2 articles about Ethyl 2,5-dioxopyrrole-1-carboxylate 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%

maleiimide (541-59-3,25721-74-8) + chloroformic acid ethyl ester (541-41-3) → N-ethoxycarbonylmaleinimide (55750-49-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1021/acs.orglett.5b03021

Reference yield:

→ N-ethoxycarbonylmaleinimide (55750-49-7)

Guidance literature:

Maleinsaeureimid, Chlorameisensaeure-ethylester, N-Methylmorpholin;

DOI:10.1002/hlca.19750580224

Reference yield: 100.0%

N-ethoxycarbonylmaleinimide (55750-49-7) + C22H37NOSn → C15H13NO3

Guidance literature:

With indium(III) chloride; zinc(II) chloride; In dichloromethane; at 20 ℃; for 24h; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03021

upstream raw materials:

maleiimide

chloroformic acid ethyl ester

Downstream raw materials:

N-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-carbamic acid tert-butyl ester

tert-butyl 5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)pentylcarbamate

1-(2-(2-hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione

N-propargylmaleimide