1-Azatricyclo[6.4.1.04,13]trideca-4(13),5,7-triene-9,12-dione

Base Information

• Chemical Name: 1-Azatricyclo[6.4.1.04,13]trideca-4(13),5,7-triene-9,12-dione
• CAS No.: 73356-94-2
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• DSSTox Substance ID: DTXSID80458328
• Nikkaji Number: J1.861.083C
• Mol file: 73356-94-2.mol

Synonyms:1-Azatricyclo[6.4.1.04,13]trideca-4(13),5,7-triene-9,12-dione;SCHEMBL11502277;DTXSID80458328;YCA35694;AKOS015949438;FT-0684870;J-506893;1,2,4,5,6,7-Hexahydroazepino[3,2,1-hi]indole-4,7-dione

Chemical Property of 1-Azatricyclo[6.4.1.04,13]trideca-4(13),5,7-triene-9,12-dione

Chemical Property:

• Boiling Point: 438.1±45.0 °C(Predicted)
• PKA: -0.93±0.20(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 313

Purity/Quality:

98%min ^*data from raw suppliers

2,3,6,7-Tetrahydroazepino[3,2,1-hi]indole-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)N2CCC3=C2C(=CC=C3)C1=O

Technology Process of 1-Azatricyclo[6.4.1.04,13]trideca-4(13),5,7-triene-9,12-dione

There total 3 articles about 1-Azatricyclo[6.4.1.04,13]trideca-4(13),5,7-triene-9,12-dione 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: 72.0%

4-(indolin-1-yl)-4-oxobutanoic acid (105105-00-8) → azepinoindole-4,7-dione (73356-94-2)

Guidance literature:

With PPA; at 120 ℃; for 10h;

DOI:10.1016/j.tetlet.2004.12.023

Reference yield:

4-(2,3-dihydro-indol-1-yl)-4-oxo-butyryl chloride → azepinoindole-4,7-dione (73356-94-2)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; at 0 - 60 ℃; for 20h;

DOI:10.1016/S0960-894X(02)01056-9

Reference yield:

1-indoline (496-15-1) → azepinoindole-4,7-dione (73356-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / pyridine / 5 h / 20 °C

2: 72 percent / PPA / 10 h / 120 °C

With PPA; In pyridine;

DOI:10.1016/j.tetlet.2004.12.023

upstream raw materials:

4-(indolin-1-yl)-4-oxobutanoic acid

1-indoline