2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine

Base Information

• Chemical Name: 2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine
• CAS No.: 230615-59-5
• Molecular Formula: C13H10F3N3O5
• Molecular Weight: 345.235
• Mol file: 230615-59-5.mol

Synonyms:1,5-Methano-1H-3-benzazepine,2,3,4,5-tetrahydro-7,8-dinitro-3-(trifluoroacetyl)- (9CI);

Chemical Property of 2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 520.407 °C at 760 mmHg
• PKA: -1.93±0.20(Predicted)
• Flash Point: 268.533 °C
• PSA: 111.95000
• Density: 1.605 g/cm³
• LogP: 3.46270
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of nicotinic receptor ligand analogs.

Technology Process of 2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine

There total 3 articles about 2,3,4,5-Tetrahydro-7,8-dinitro-3-(trifluoroacetyl)-1,5-methano-1H-3-benzazepine 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: 68.9%

1-(10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-2,2,2-trifluoro-ethanone (230615-51-7) → 1-(7,8-dinitro-4,5-dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone (230615-59-5)

Guidance literature:

With trifluorormethanesulfonic acid; nitric acid; In dichloromethane; at 0 - 30 ℃; Product distribution / selectivity;

Reference yield:

1-(10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-trien-10-yl)-2,2,2-trifluoro-ethanone (230615-51-7) → 3-(trifluoroacetyl)-6,8-dinitro-2,3,4,5-tetrahydro-1H-1,5-methano-3-benzazepine + 1-(7,8-dinitro-4,5-dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone (230615-59-5)

Guidance literature:

With trifluorormethanesulfonic acid; nitric acid; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.bmcl.2005.08.035

Reference yield:

→ 1-(7,8-dinitro-4,5-dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone (230615-59-5)

Guidance literature:

upstream raw materials:

1-(10-aza-tricyclo[6.3.1.0^2,7]dodeca-2⁽⁷⁾,3,5-trien-10-yl)-2,2,2-trifluoro-ethanone

Downstream raw materials:

1-(7,8-diamino-4,5-dihydro-1H-1,5-methanobenzo[d]azepin-3(2H)-yl)-2,2,2-trifluoroethanone

1-(9,10-dihydro-6H-6,10-methanoazepino[4,5-g]quinoxaline-8(7H)-yl)-2,2,2,-trifluoroethanone

2-FLUORO-N-(4-HYDROXY-10-AZA-TRICYCLO[6.3.1.02,7]-DODECA-2⁽⁷⁾,3,5-TRIEN-5-YL)-BENZAMIDE HYDROCHLORIDE

varenicline

Refernces

• 1、 -. "IMPROVED PROCESSES FOR THE SYNTHESIS OF VARENICLINE L-TARTRATE". Page/Page column 11-12. . Retrieved 2009/06/27.
• 2、 Coe, Jotham W.,Brooks, Paige R.,Wirtz, Michael C.,Bashore, Crystal G.,Bianco, Krista E.,Vetelino, Michael G.,Arnold, Eric P.,Lebel, Lorraine A.,Fox, Carol B.,Tingley III, F. David,Schulz, David W.,Davis, Thomas I.,Sands, Steven B.,Mansbach, Robert S.,Rollema, Hans,O'Neill, Brian T.. "3,5-Bicyclic aryl piperidines: A novel class of α4β2 neuronal nicotinic receptor partial agonists for smoking cessation". . p. 4889 - 4897. Retrieved 2008/12/23.