Ethyl 3-propyl-2H-azirene-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-propyl-2H-azirene-2-carboxylate
• CAS No.: 62317-57-1
• Molecular Formula: C8H13NO2
• DSSTox Substance ID: DTXSID10515216
• Mol file: 62317-57-1.mol

Synonyms:62317-57-1;Ethyl 3-propyl-2H-azirene-2-carboxylate;DTXSID10515216

Chemical Property of Ethyl 3-propyl-2H-azirene-2-carboxylate

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NC1C(=O)OCC

Technology Process of Ethyl 3-propyl-2H-azirene-2-carboxylate

There total 5 articles about Ethyl 3-propyl-2H-azirene-2-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: 41.0%

ethyl 1-chloro-trans-3-propylaziridine-2-carboxylate (140429-61-4,140630-51-9) → ethyl 3-propyl-2H-azirine-2-carboxylate (62317-57-1,181492-74-0) + Ethyl trans-3-propyl-aziridine-2-carboxylate (139618-64-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In diethyl ether; for 6h; Heating;

DOI:10.1002/recl.19921110203

Reference yield:

C15H21NO5S → ethyl 3-propyl-2H-azirine-2-carboxylate (62317-57-1,181492-74-0)

Guidance literature:

With triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/ja961414o

Reference yield:

ethyl butyroyl acetate (3249-68-1) → ethyl 3-propyl-2H-azirine-2-carboxylate (62317-57-1,181492-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₂OH*HCl, aq. NaOH / methanol

2: Py / CH₂Cl₂

3: Et₃N / CH₂Cl₂ / Ambient temperature

With pyridine; sodium hydroxide; hydroxylamine hydrochloride; triethylamine; In methanol; dichloromethane;

DOI:10.1021/ja961414o

upstream raw materials:

ethyl 1-chloro-trans-3-propylaziridine-2-carboxylate

ethyl butyroyl acetate