dl-10,11-Dihydro-5,10-imino-(5H)-dibenzo(a,d)cycloheptene

Base Information

• Chemical Name: dl-10,11-Dihydro-5,10-imino-(5H)-dibenzo(a,d)cycloheptene
• CAS No.: 50537-17-2
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• DSSTox Substance ID: DTXSID40964753
• Nikkaji Number: J354.060J,J273.652G
• ChEMBL ID: CHEMBL10656
• Mol file: 50537-17-2.mol

Synonyms:CHEMBL10656;(+-)-10,11-Dihydro-5H-dibenzo(a,d)cyclohepten-5,10-imine;dl-10,11-Dihydro-5,10-imino-(5H)-dibenzo(a,d)cycloheptene;5H-Dibenzo(a,d)cyclohepten-5,10-imine, 10,11-dihydro-, (+-)-;50537-17-2;SCHEMBL2745287;DTXSID40964753;BDBM50007739;LS-60777;10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine;10,11-Dihydro-5H-5,10-epiminodibenzo[a,d][7]annulene;(+)-10,11-dihydro-5h-5,10-epiminodibenzo[a,d][7]annulene;(+)-10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine;16-azatetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaene;16-azatetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10,12,14-hexaene

Chemical Property of dl-10,11-Dihydro-5,10-imino-(5H)-dibenzo(a,d)cycloheptene

Chemical Property:

• Vapor Pressure: 0.000234mmHg at 25°C
• Boiling Point: 325.2°Cat760mmHg
• Flash Point: 158.8°C
• Density: 1.16g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C3=CC=CC=C3C(N2)C4=CC=CC=C41

Technology Process of dl-10,11-Dihydro-5,10-imino-(5H)-dibenzo(a,d)cycloheptene

There total 5 articles about dl-10,11-Dihydro-5,10-imino-(5H)-dibenzo(a,d)cycloheptene 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%

anti-12-hydroxy-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine (113646-64-3) → 10,11-dihydro-5H-dibenzocyclohepten-5,10-imine (50537-17-2)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetic acid; at 60 ℃; for 1.5h; under 2068.6 Torr;

DOI:10.1021/jo00243a031

Reference yield:

C17H14F3NO2S → 10,11-dihydro-5H-dibenzocyclohepten-5,10-imine (50537-17-2)

Guidance literature:

With sodium methylate; In acetonitrile; Heating;

DOI:10.1021/ja00259a052

Reference yield:

5H-dibenzo[a,d]cyclohepten-5-ol (10354-00-4) → 10,11-dihydro-5H-dibenzocyclohepten-5,10-imine (50537-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / hydroxylamine hydrochloride, sodium acetate, dichloroacetic acid / CH₂Cl₂; propan-2-ol / 0.5 h / Ambient temperature

2: n-butyllithium / tetrahydrofuran; hexane; dimethylsulfoxide / 2.5 h / Heating

3: 89 percent / conc. HCl, H₂ / 5percent Pd/C / acetic acid / 1.5 h / 60 °C / 2068.6 Torr

With hydrogenchloride; dichloro-acetic acid; n-butyllithium; hydroxylamine hydrochloride; hydrogen; sodium acetate; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; acetic acid; dimethyl sulfoxide; isopropyl alcohol;

DOI:10.1021/jo00243a031

upstream raw materials:

anti-12-hydroxy-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine

5H-dibenzo[a,d]cyclohepten-5-ol

5-hydroxamino-5H-dibenzocycloheptene

Downstream raw materials:

ADCI

5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine

(+/-)-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine

Refernces

• 1、 Lyle, Terry A.,Magill, Catherine A.,Pitzenberger, Steven M.. "Fluoride-Induced Formation and Ring Opening of Cyclic Sulfamates from Hydroxy Triflamides. Synthetic and Mechanistic Studies". . p. 7890 - 7891. Retrieved 2007/10/02.