6H-DIBENZ[B,D]AZEPIN-6-ONE, 5,7-DIHYDRO-5-METHYL-

Base Information

• Chemical Name: 6H-DIBENZ[B,D]AZEPIN-6-ONE, 5,7-DIHYDRO-5-METHYL-
• CAS No.: 209984-30-5
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Hs Code.: 2933990090
• Mol file: 209984-30-5.mol

Synonyms:5-Methyl-5,7-dihydro-6H-dibenzo[b,d]azepin-6-on;6H-dibenz[b,d]azepin-6-one, 5,7-dihydro-5-methyl-;

Chemical Property of 6H-DIBENZ[B,D]AZEPIN-6-ONE, 5,7-DIHYDRO-5-METHYL-

Chemical Property:

• Vapor Pressure: 3.7E-09mmHg at 25°C
• Melting Point: 155-160℃
• Refractive Index: 1.615
• Boiling Point: 474.1 °C at 760 mmHg
• Flash Point: 238.5 °C
• PSA: 20.31000
• Density: 1.166 g/cm³
• LogP: 2.93750
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Methanol

Purity/Quality:

99% ^*data from raw suppliers

5,7-Dihydro-5-methyl-6H-dibenz[b,d]azepin-6-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the production of γ-secretase inhibitors.

Technology Process of 6H-DIBENZ[B,D]AZEPIN-6-ONE, 5,7-DIHYDRO-5-METHYL-

There total 12 articles about 6H-DIBENZ[B,D]AZEPIN-6-ONE, 5,7-DIHYDRO-5-METHYL- 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: 94.0%

5H,7H-dibenzo[b,d]azepin-6-one (20011-90-9) + methyl iodide (74-88-4) → N-methyl-5H-dibenzo[b,d]azepin-6(7H)-one (209984-30-5)

Guidance literature:

5H,7H-dibenzo[b,d]azepin-6-one; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol801968b

Reference yield: 90.0%

N-(2'-bromobiphenyl-2-yl)-N-methylacetamide (1243327-76-5) → N-methylcarbazole (1484-12-4) + N-methyl-5H-dibenzo[b,d]azepin-6(7H)-one (209984-30-5)

Guidance literature:

With palladium diacetate; tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate; In toluene; at 100 ℃; for 0.166667h; under 720 - 770 Torr; Inert atmosphere;

DOI:10.1021/jo101137r

Reference yield: 81.0%

N-([1,1'-biphenyl]-2-yl)-2-chloro-N-methylacetamide (955879-95-5) → N-methyl-5H-dibenzo[b,d]azepin-6(7H)-one (209984-30-5)

Guidance literature:

With aluminium trichloride; at 90 - 180 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.07.078

upstream raw materials:

5H,7H-dibenzo[b,d]azepin-6-one

methyl iodide

2-(2-iodophenyl)acetonitrile

2-bromoaniline

Downstream raw materials:

7-amino-5-methyl-5H-dibenzo[b,d]azepin-6(7H)-one hydrochloride

7-(L-alaninyl)-amino-5-methyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

(S)-5-amino-7-methyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

(R)-5-amino-7-methyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

Refernces

• 1、 Tabata, Hidetsugu,Suzuki, Hiroyuki,Akiba, Kumi,Takahashi, Hideyo,Natsugari, Hideaki. "Atropisomeric properties of 7-, 8-, and 9-membered-ring dibenzolactams: Conformation, thermal stability, and chemical reactivity". experimental part. p. 5984 - 5993. Retrieved 2010/11/05.
• 2、 -. "CYCLOALKYL, LACTAM, LACTONE AND RELATED COMPOUNDS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING BETA-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS". Page/Page column 72. . Retrieved 2009/02/10.