2-[(11H-Dibenzo[b,e]azepin-6-yl)methyl]-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-[(11H-Dibenzo[b,e]azepin-6-yl)methyl]-1H-isoindole-1,3(2H)-dione
• CAS No.: 74860-00-7
• Molecular Formula: C23H16N2O2
• Molecular Weight: 352.392
• Hs Code.: 2933990090
• European Community (EC) Number: 616-149-5
• DSSTox Substance ID: DTXSID90456774
• Mol file: 74860-00-7.mol

Synonyms:74860-00-7;6-(Phthalimidomethyl)morphanthridine;2-[(11H-Dibenzo[b,e]azepin-6-yl)methyl]-1H-isoindole-1,3(2H)-dione;2-(11H-benzo[c][1]benzazepin-6-ylmethyl)isoindole-1,3-dione;EC 616-149-5;2-(11H-Dibenzo(b,E)azepin-6-ylmethyl)-1H-isoindole-1,3(2H)-dione;SCHEMBL5363894;DTXSID90456774;QAVFEJRLIYLUBJ-UHFFFAOYSA-N;2-((11H-Dibenzo[b,e]azepin-6-yl)methyl)isoindoline-1,3-dione;6-N-Phthalimidomethyl-5H-dibenz(b,E)azepine;FT-0673879;6-N-Phthalimidomethyl-5H-dibenz[b,e]azepine, 2-(11H-dibenzo[b,e]azepin-6-ylmethyl)-1H-isoindole-1,3(2H)-dione

Chemical Property of 2-[(11H-Dibenzo[b,e]azepin-6-yl)methyl]-1H-isoindole-1,3(2H)-dione

Chemical Property:

• Melting Point: 205.5-207.5 °C(Solv: dimethyl sulfoxide (67-68-5))
• Boiling Point: 521.7±50.0 °C(Predicted)
• PKA: 3.77±0.20(Predicted)
• PSA: 49.41000
• Density: 1.30±0.1 g/cm3(Predicted)
• LogP: 2.42120
• Solubility.: Acetonitrile (Very Slightly), Chloroform (Slightly)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 352.121177757
• Heavy Atom Count: 27
• Complexity: 618

Purity/Quality:

99.9% ^*data from raw suppliers

6-(Phthalimidomethyl)morphanthridine ^*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)morphanthridine (cas# 74860-00-7) is a compound useful in organic synthesis.

Technology Process of 2-[(11H-Dibenzo[b,e]azepin-6-yl)methyl]-1H-isoindole-1,3(2H)-dione

There total 4 articles about 2-[(11H-Dibenzo[b,e]azepin-6-yl)methyl]-1H-isoindole-1,3(2H)-dione 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: 50.0%

6-(chloromethyl)-11H-dibenzazepine (21535-44-4) + potassium phtalimide (1074-82-4) → N-<(11H-dibenzazepin-6-yl)methyl>phthalimide (74860-00-7)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 4h;

DOI:10.1002/jhet.5570170226

Reference yield: 36.0%

N-(2-benzylphenyl)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide → N-<(11H-dibenzazepin-6-yl)methyl>phthalimide (74860-00-7)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 3h; Reflux;

DOI:10.3762/bjoc.11.164

Reference yield:

2-benzylaniline (28059-64-5) → N-<(11H-dibenzazepin-6-yl)methyl>phthalimide (74860-00-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: trichlorophosphate / acetonitrile / 3 h / Reflux

With triethylamine; trichlorophosphate; In chloroform; acetonitrile;

DOI:10.3762/bjoc.11.164

upstream raw materials:

6-(chloromethyl)-11H-dibenzazepine

potassium phtalimide

2-benzylaniline

N-phthaloylglycine chloride

Downstream raw materials:

2-(6,11-dihydro-5H-dibenzo[b,e]azepin-6-ylmethyl)isoindole-1,3-dione

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

mianserin

(+)-Desmethylmianserin

Refernces

• 1、 Moffett. "Tetracyclic heterocycles as CNS agents". . p. 341 - 350. Retrieved 2007/10/02.