2-Oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide

Base Information

• Chemical Name: 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide
• CAS No.: 267220-45-1
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.169
• DSSTox Substance ID: DTXSID10579030
• Nikkaji Number: J1.337.762F
• Mol file: 267220-45-1.mol

Synonyms:267220-45-1;2-OXA-3-AZABICYCLO[2.2.2]OCT-5-ENE-3-CARBOXAMIDE;DTXSID10579030

Chemical Property of 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide

Chemical Property:

• Boiling Point: 252.6±43.0 °C(Predicted)
• PKA: 14.87±0.20(Predicted)
• PSA: 56.55000
• Density: 1.320±0.06 g/cm3(Predicted)
• LogP: 0.85120
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C=CC1N(O2)C(=O)N

Technology Process of 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide

There total 2 articles about 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide 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: 89.0%

N-hydroxyurea (127-07-1) + cyclohexa-1,3-diene (1165952-91-9) → 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide (267220-45-1)

Guidance literature:

With pyridine; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/ol301414k

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) + 9,10-(N-carbamoylepoxyimino)-9,10-dihydro-9,10-dimethylanthracene (104308-46-5) → 9,10-dimethylanthracene (781-43-1) + (1R,4S)-2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid amide (267220-45-1)

Guidance literature:

In dichloromethane; benzene; at 40 ℃; Further Variations:; Solvents; Reaction partners; Product distribution; Kinetics;

DOI:10.1016/S0040-4039(00)00670-5

upstream raw materials:

N-hydroxyurea

cyclohexa-1,3-diene

9,10-(N-carbamoylepoxyimino)-9,10-dihydro-9,10-dimethylanthracene