DIETHYL 1,2-INDOLIZINEDICARBOXYLATE

Base Information

• Chemical Name: DIETHYL 1,2-INDOLIZINEDICARBOXYLATE
• CAS No.: 14174-98-2
• Molecular Formula: C14H15NO4
• Molecular Weight: 261.277
• Hs Code.: 2933990090
• Mol file: 14174-98-2.mol

Synonyms:1,2-Indolizinedicarboxylicacid, diethyl ester (7CI,8CI,9CI);Diethyl indolizine-1,2-dicarboxylate;NSC382379;

Chemical Property of DIETHYL 1,2-INDOLIZINEDICARBOXYLATE

Chemical Property:

• Melting Point: 84-86°C
• Refractive Index: 1.556
• PSA: 57.01000
• Density: 1.2 g/cm³
• LogP: 2.29270

Purity/Quality:

98%min ^*data from raw suppliers

Diethyl 1,2-indolizinedicarboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIETHYL 1,2-INDOLIZINEDICARBOXYLATE

There total 5 articles about DIETHYL 1,2-INDOLIZINEDICARBOXYLATE 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: 100.0%

diethyl 3-iodoindolizine-1,2-dicarboxylate → diethyl indolizine-1,2-dicarboxylate (14174-98-2)

Guidance literature:

With copper; potassium hydrogencarbonate; In 1,2-dichloro-ethane; at 120 ℃; for 14h; Sealed tube;

DOI:10.1002/adsc.202000103

Reference yield: 92.0%

1-(carboxymethyl)pyridinium chloride (6266-23-5) + Diethyl maleate (141-05-9) → diethyl indolizine-1,2-dicarboxylate (14174-98-2)

Guidance literature:

With manganese(IV) oxide; triethylamine; In toluene; at 90 ℃; for 2h;

DOI:10.1055/s-2000-8195

Reference yield:

ethyl 2-(pyridinyl-2)acetate (2739-98-2) + ethyl acrylate (140-88-5,9003-32-1) → diethyl indolizine-1,2-dicarboxylate (14174-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydrogencarbonate; iodine / 1,2-dichloro-ethane / 11 h / 90 °C / Sealed tube

2: potassium hydrogencarbonate; copper / 1,2-dichloro-ethane / 14 h / 120 °C / Sealed tube

With iodine; copper; potassium hydrogencarbonate; In 1,2-dichloro-ethane;

DOI:10.1002/adsc.202000103

upstream raw materials:

1-(carboxymethyl)pyridinium chloride

Diethyl maleate

pyridine

ethyl 2-(pyridinyl-2)acetate

Downstream raw materials:

diethyl 3-Phenylindolizine-1,2-dicarboxylate

3-benzoylindolizine-1,2-dicarboxylic acid diethyl ester

Refernces

• 1、 Fang, Youlai,Li, Fei,Liu, Xiaolan,Pan, Weidong,Yang, Yuzhu. "Iodine Mediated Base-Controlled Regio-Selective Annulation of 2-(Pyridin-2-yl)acetate Derivatives with Acrylic Esters for the Synthesis of Indolizines". . . Retrieved 2020.