Diethyl 1H-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: Diethyl 1H-pyrrole-2,4-dicarboxylate
• CAS No.: 55942-40-0
• Molecular Formula: C10H13NO4
• Molecular Weight: 211.218
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30507678
• Nikkaji Number: J2.205.457K
• Wikidata: Q82364042
• Mol file: 55942-40-0.mol

Synonyms:DIETHYL 1H-PYRROLE-2,4-DICARBOXYLATE;55942-40-0;2,4-diethyl 1H-pyrrole-2,4-dicarboxylate;2,4-dicarboethoxypyrrole;MFCD11977148;Diethyl1H-pyrrole-2,4-dicarboxylate;SCHEMBL2518047;Diethyl 2,4-Pyrroledicarboxylate;DTXSID30507678;diethyl pyrrole-2,4-dicarboxylate;SQDULIUHZHMBIC-UHFFFAOYSA-N;AMY12278;BCP26058;AKOS022182805;PB23955;AS-38702;SY097184;CS-0052151;FT-0732835;EN300-119651;A870059;Z1509143772

Chemical Property of Diethyl 1H-pyrrole-2,4-dicarboxylate

Chemical Property:

• Melting Point: 74-75 °C
• Boiling Point: 373.1±22.0 °C(Predicted)
• PKA: 13.66±0.50(Predicted)
• PSA: 68.39000
• Density: 1.196±0.06 g/cm3(Predicted)
• LogP: 1.36810
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 211.08445790
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

Diethyl1H-Pyrrole-2,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CN1)C(=O)OCC

Technology Process of Diethyl 1H-pyrrole-2,4-dicarboxylate

There total 18 articles about Diethyl 1H-pyrrole-2,4-dicarboxylate 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: 84.0%

Ethyl isocyanoacetate (2999-46-4) + propynoic acid ethyl ester (623-47-2) → 1H-pyrrole-2,4-dicarboxylic acid diethyl ester (55942-40-0)

Guidance literature:

With potassium hydride; In various solvent(s); at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.05.167

Reference yield: 65.0%

ethyl 2-cyanoacetate (105-56-6) + propynoic acid ethyl ester (623-47-2) → 1H-pyrrole-2,4-dicarboxylic acid diethyl ester (55942-40-0)

Guidance literature:

With copper(I) oxide; 1,10-Phenanthroline; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

Reference yield: 65.0%

ethyl 2-isocyanoacetate + propynoic acid ethyl ester (623-47-2) → 1H-pyrrole-2,4-dicarboxylic acid diethyl ester (55942-40-0)

Guidance literature:

With copper(I) oxide; 1,10-Phenanthroline; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

upstream raw materials:

γ-Formyl-α-ketoglutarsaeure-diaethylester-diaethylketal

5-bromo-3-chloro-pyrrole-2,4-dicarboxylic acid diethyl ester

8a-Methyl-octahydro-furo[2,3-d]pyrrolo[2,1-b]thiazole-5,7-dicarboxylic acid diethyl ester

(5S,7S)-8a-Methyl-octahydro-furo[2,3-d]pyrrolo[2,1-b]thiazole-5,7-dicarboxylic acid diethyl ester

Downstream raw materials:

pyrrole-2,4-dicarboxylic acid

ethyl 4-chloropyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid ethyl ester

Pyrrolidine-2,4-dicarboxylic acid diethyl ester