3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Base Information

• Chemical Name: 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine
• CAS No.: 32943-25-2
• Molecular Formula: C14H12ClN
• Molecular Weight: 229.709
• Hs Code.: 2933997500
• European Community (EC) Number: 251-301-0
• UNII: 0514QW7D2I
• DSSTox Substance ID: DTXSID00186595
• Nikkaji Number: J39.755E
• Wikidata: Q27247734
• ChEMBL ID: CHEMBL1890509
• Mol file: 32943-25-2.mol

Synonyms:32943-25-2;3-Chloroiminodibenzyl;3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine;2-chloro-6,11-dihydro-5H-benzo[b][1]benzazepine;Clomipramine Impurity F;3-Chloro-10,11-dihydro-5H-dibenz(b,f)azepine;3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepine;5H-Dibenz[b,f]azepine, 3-chloro-10,11-dihydro-;UNII-0514QW7D2I;MLS001178937;0514QW7D2I;EINECS 251-301-0;MFCD01632171;SMR000476401;5H-Dibenz(b,f)azepine, 3-chloro-10,11-dihydro-;3-CHLORO-10,11-DIHYDRO-5H-DIBENZO(B,F)AZEPINE;3-Chloride Iminodibenzyl;Oprea1_820352;4-Chloro-2,2'-iminodibenzyl;cid_118364;SCHEMBL6964275;CHEMBL1890509;BDBM69622;MHUXTOYYIDFXRF-UHFFFAOYSA-;DTXSID00186595;3-CHLORO IMINODIBENZYL pound CHLORIMIPRAMINE pound(c);HMS2800G23;BCP34515;STL569939;AKOS001637447;AC-8085;CS-W010387;AC-16234;AS-15158;SY036437;(1S,2S)-2-aminocyclopentanecarboxylic?acid;C1866;EU-0075281;FT-0602499;H10842;EN300-6735467;SR-01000465381;3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine #;9-chloro-6,11-dihydro-5H-benzo[b][1]benzazepine;J-650390;SR-01000465381-1;W-106802;2-chloranyl-6,11-dihydro-5H-benzo[b][1]benzazepine;Q27247734;3-CHLORO-10,11-DIHYDRO-5H-DIBENZ(B,F)-AZEPINE;Z2044765936;CLOMIPRAMINE HYDROCHLORIDE IMPURITY F [EP IMPURITY];5-chloro-2-azatricyclo[9.4.0.0,3,8]pentadeca-1(15),3,5,7,11,13-hexaene;5-Chloro-2-azatricyclo[9.4.0.03]pentadeca-1(11),3(8),4,6,12,14-hexaene

Chemical Property of 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Chemical Property:

• Vapor Pressure: 5.5E-05mmHg at 25°C
• Melting Point: 87 °C
• Refractive Index: 1.611
• Boiling Point: 347.1 °C at 760 mmHg
• PKA: -0.15±0.20(Predicted)
• Flash Point: 163.7 °C
• PSA: 12.03000
• Density: 1.197 g/cm³
• LogP: 4.32020
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 229.0658271
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

3-Chloroiminodibenzyl 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2NC3=C1C=CC(=C3)Cl
• Uses: 3-Chloroiminodibenzyl is a metabolite of Desipramine (D290050) and Clomipramine (C587050).

Technology Process of 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

There total 17 articles about 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]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%

3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine (25961-11-9) → 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (32943-25-2)

Guidance literature:

With potassium hydroxide; In methanol; Heating;

DOI:10.1002/prac.199733901104

Reference yield: 95.0%

3-chloro-5H-dibenzo[b,f]azepine (39607-90-4) → 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (32943-25-2)

Guidance literature:

With methanol; magnesium; at 50 ℃; for 1.5h;

DOI:10.1002/cctc.201800940

Reference yield:

C20H23BClNO2 → 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (32943-25-2)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.0c03033

upstream raw materials:

3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine

4-chloro-2-nitrotoluene

4-chloro-2-nitrobenzyl bromide

2-[2-(2-bromo-phenyl)-ethyl]-5-chloro-phenylamine

Downstream raw materials:

Clomipramine

clomipramine hydrochloride

3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine

desmethylclomipramine

Refernces

• 1、 Li, Jinshan,Wang, Jiali,Yang, Jianguo,Yao, Wubing,Zhong, Aiguo. "Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores". . p. 8086 - 8090. Retrieved 2020/11/03.
• 2、 Yao, Wubing,Li, Rongrong,Yang, Jianguo,Hao, Feiyue. "Hydride-catalyzed selectively reductive cleavage of unactivated tertiary amides using hydrosilane". . p. 3874 - 3878. Retrieved 2019/08/07.