8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine

Base Information

• Chemical Name: 8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine
• CAS No.: 50373-22-3
• Molecular Formula: C13H8Cl2N2
• Molecular Weight: 263.126
• Hs Code.: 2933990090
• Mol file: 50373-22-3.mol

Synonyms:8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine

Chemical Property of 8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine

Chemical Property:

• Melting Point: 128-1300C
• Boiling Point: 428.1±55.0 °C(Predicted)
• PKA: 0.04±0.40(Predicted)
• PSA: 24.39000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 2.59490

Purity/Quality:

98% ^*data from raw suppliers

8,11-DICHLORO-5H-DIBENZO[B,E][1,4]DIAZEPINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dibenzodiazepine derivative

Technology Process of 8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine

There total 8 articles about 8,11-Dichloro-5H-dibenzo[b,e][1,4]diazepine 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: 72.0%

8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one (50892-62-1) → 8,11-dichloro-5H-dibenzo[b,e][1,4]-diazepine (50373-22-3)

Guidance literature:

8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one; With N,N-dimethyl-aniline; trichlorophosphate; In toluene; at 95 ℃; for 2h;

With sodium carbonate; In 1,4-dioxane; at 80 ℃; for 1h;

DOI:10.1021/ol0600234

Reference yield: 71.0%

8-chloro-11-oxo-5H-dibenzo[b,e][1,4]diazepine + N,N-dimethyl-aniline (121-69-7,77733-26-7) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3) → 8,11-dichloro-5H-dibenzo[b,e][1,4]-diazepine (50373-22-3)

Guidance literature:

In ethyl acetate; toluene;

Reference yield:

N-(2-Amino-4-chlorophenyl)anthranilic acid (67990-66-3) → 8,11-dichloro-5H-dibenzo[b,e][1,4]-diazepine (50373-22-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 5,5-dimethyl-1,3-cyclohexadiene / 48 h / Reflux

2: trichlorophosphate; N,N-dimethyl-aniline / toluene / 2 h / 95 °C

With N,N-dimethyl-aniline; trichlorophosphate; In 5,5-dimethyl-1,3-cyclohexadiene; toluene;

DOI:10.1021/cn500325v

upstream raw materials:

8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

N,N-dimethyl-aniline

trichlorophosphate

N-(2-Amino-4-chlorophenyl)anthranilic acid

Downstream raw materials:

8-chloro-11-(4-fluorophenyl)-5H-dibenzo[b,e][1,4]diazepine

clozaril

N-desmethylclozapine

ethyl 4-(8-chloro-5H-dibenzo[b,e][1,4]diazepin-11-yl)benzoate

Refernces

• 1、 Watanabe, Hitoshi,Ishida, Kyoji,Yamamoto, Masanori,Horiguchi, Masakuni,Isobe, Yoshiaki. "Synthesis and pharmacological evaluation of 11-(1,6-dimethyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-dibenzo[b,e][1,4]diazepines with clozapine-like receptor occupancy at dopamine D1/D2 receptor". supporting information. . Retrieved 2020/10/02.
• 2、 -. "Methods for Treating Cognitive Disorders Using Inhibitors of Histone Deacetylase". Paragraph 0408. . Retrieved 2017/01/23.