3-azido-2-Oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine

Base Information

• Chemical Name: 3-azido-2-Oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine
• CAS No.: 86499-24-3
• Molecular Formula: C₁₀H₁₀N₄O
• Molecular Weight: 202.216
• DSSTox Substance ID: DTXSID00448802
• Nikkaji Number: J1.821.384B
• Mol file: 86499-24-3.mol

Synonyms:86499-24-3;3-azido-2-Oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine;3-azido-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one;3-azido-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one;3-azido-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one;3-AZIDO-1,3,4,5-TETRAHYDRO-1-BENZAZEPIN-2-ONE;2H-1-Benzazepin-2-one, 3-azido-1,3,4,5-tetrahydro-;SCHEMBL14537420;DTXSID00448802;PDFYKDYEFKYENU-UHFFFAOYSA-N;CS-B0542;AKOS015995182;CS-14126;EN300-278179;3-azido-1,3,4,5-tetrahydro-benzo[b]azepin-2-one;J-511750;2,3,4,5-Tetrahydro-3-azido-1H-1-benzazepine-2-one;3-azido-1,3,4,5-tetrahydro-2H-1-benzazepine-2-one;3-azido-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one;3-azido-2,3,4,5-tetrahydro-1H[1]benzazepin-2-one;3-azido-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine;2H-1-Benzazepin-2-one,3-azido-1,3,4,5-tetrahydro-;3-Azido-2,3,4,5-tetrahydro-1H-[1]-benzazapin-2-one;3-Azido-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one;3-azido-2,3,4,5-tetrahydro-2-oxo-1 H-1-benzazepine

Chemical Property of 3-azido-2-Oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine

Chemical Property:

• Melting Point: 150-151 °C
• PSA: 82.34000
• LogP: 1.78806
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 202.08546096
• Heavy Atom Count: 15
• Complexity: 298

Purity/Quality:

98%min ^*data from raw suppliers

3-Azido-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2NC(=O)C1N=[N+]=[N-]

Technology Process of 3-azido-2-Oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine

There total 10 articles about 3-azido-2-Oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine 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: 95.0%

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → 3-azido-2,3,4,5-tetrahydro-2-oxo-1 H-1-benzazepine (97278-68-7,86499-24-3)

Guidance literature:

With sodium azide; In tetrahydrofuran; water; for 72h;

Reference yield: 95.0%

3-iodo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (140700-64-7) → 3-azido-2,3,4,5-tetrahydro-2-oxo-1 H-1-benzazepine (97278-68-7,86499-24-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 25 ℃; for 8h;

DOI:10.1016/S0040-4039(00)76874-2

Reference yield: 92.0%

3-amino-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-35-6) → 3-azido-2,3,4,5-tetrahydro-2-oxo-1 H-1-benzazepine (97278-68-7,86499-24-3)

Guidance literature:

With fluorosulfonyl azide; potassium hydrogencarbonate; In tert-butyl methyl ether; water; N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

DOI:10.1038/s41586-019-1589-1

upstream raw materials:

3-chloro-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one

3-iodo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one

3,3-dichloro-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one

Downstream raw materials:

(R)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

(S)-3-{4-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-1,2,3-triazol-1-yl}-1,3,4,5-tetrahydro-1-benzazepin-2-one

Refernces

• 1、 Fischer, Christian,Zultanski, Susan L.,Zhou, Hua,Methot, Joey L.,Shah, Sanjiv,Hayashi, Ikuo,Hughes, Bethany L.,Moxham, Christopher M.,Bays, Nathan W.,Smotrov, Nadya,Hill, Armetta D.,Pan, Bo-Sheng,Wu, Zhenhua,Moy, Lily Y.,Tanga, Flobert,Kenific, Candia,Cruz, Jonathan C.,Walker, Deborah,Bouthillette, Melanie,Nikov, George N.,Deshmukh, Sujal V.,Jeliazkova-Mecheva, Valentina V.,Diaz, Damaris,Michener, Maria S.,Cook, Jacquelynn J.,Munoz, Benito,Shearman, Mark S.. "Discovery of novel triazolobenzazepinones as γ-secretase modulators with central Aβ42 lowering in rodents and rhesus monkeys". . p. 3488 - 3494. Retrieved 2015/08/06.
• 2、 Perez-Medina, Carlos,Patel, Niral,Robson, Mathew,Badar, Adam,Lythgoe, Mark F.,Arstad, Erik. "Evaluation of a 125I-labelled benzazepinone derived voltage-gated sodium channel blocker for imaging with SPECT". supporting information. p. 9474 - 9480. Retrieved 2013/01/15.