6-(Phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]azepine

Base Information

• Chemical Name: 6-(Phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]azepine
• CAS No.: 143878-20-0
• Molecular Formula: C23H18N2O2
• Molecular Weight: 354.408
• Hs Code.: 2933990090
• European Community (EC) Number: 420-030-1,629-841-7
• DSSTox Substance ID: DTXSID20433210
• Mol file: 143878-20-0.mol

Synonyms:5H-Dibenz[b,e]azepine,1H-isoindole-1,3(2H)-dione deriv.;2-(6,11-Dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)-1H-isoindole-1,3(2H)-dione;

Chemical Property of 6-(Phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]azepine

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.662
• Boiling Point: 557.301 °C at 760 mmHg
• PKA: 3.94±0.40(Predicted)
• Flash Point: 290.845 °C
• PSA: 49.41000
• Density: 1.284 g/cm³
• LogP: 4.11610
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Very Slightly), DMSO (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 354.136827821
• Heavy Atom Count: 27
• Complexity: 567

Purity/Quality:

99% ^*data from raw suppliers

6-(Phthalimidomethyl)-6,11-dihydro-5h-dibenz[b,e]azepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(NC3=CC=CC=C31)CN4C(=O)C5=CC=CC=C5C4=O
• Uses: 6-(Phthalimidomethyl)-6,11-dihydro-5h-dibenz[b,e]azepine (cas# 143878-20-0) is a compound useful in organic synthesis.

Technology Process of 6-(Phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]azepine

There total 4 articles about 6-(Phthalimidomethyl)-6,11-dihydro-5H-dibenz[b,e]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%

N-<(11H-dibenzazepin-6-yl)methyl>phthalimide (74860-00-7) → 2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione (143878-20-0)

Guidance literature:

With formic acid; palladium 10% on activated carbon; In N,N-dimethyl-formamide; at 70 ℃; for 3h;

DOI:10.3762/bjoc.11.164

Reference yield:

2-benzylaniline (28059-64-5) → 2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione (143878-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / chloroform / 1 h / 5 - 24 °C

2: trichlorophosphate / acetonitrile / 3 h / Reflux

3: formic acid; palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 70 °C

With formic acid; palladium 10% on activated carbon; triethylamine; trichlorophosphate; In chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.3762/bjoc.11.164

Reference yield:

N-phthaloylglycine chloride (6780-38-7) → 2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione (143878-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / chloroform / 1 h / 5 - 24 °C

2: trichlorophosphate / acetonitrile / 3 h / Reflux

3: formic acid; palladium 10% on activated carbon / N,N-dimethyl-formamide / 3 h / 70 °C

With formic acid; palladium 10% on activated carbon; triethylamine; trichlorophosphate; In chloroform; N,N-dimethyl-formamide; acetonitrile;

DOI:10.3762/bjoc.11.164

upstream raw materials:

2-benzylaniline

N-phthaloylglycine chloride

N-<(11H-dibenzazepin-6-yl)methyl>phthalimide

Downstream raw materials:

1,2,3,4,10,14b-hexahydrodibenzo[c,f]-pyrazino[1,2-a]azepine

mianserin

6-aminomethyl-6,11-dihydro-5H-dibenzo[b,e]azepine

epinastine

Refernces