9b-(4-chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one

Base Information

• Chemical Name: 9b-(4-chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one
• CAS No.: 6038-49-9
• Molecular Formula: C16H13ClN2O
• Molecular Weight: 284.745
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40388197
• ChEMBL ID: CHEMBL1544205
• Mol file: 6038-49-9.mol

Synonyms:6038-49-9;9b-(4-chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one;9B-(4-chlorophenyl)-2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-one;9b-(4-chlorophenyl)-2,3-dihydro-1H-imidazo[2,1-a]isoindol-5-one;9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one;MLS000081917;Oprea1_306802;SCHEMBL8283437;CHEMBL1544205;DTXSID40388197;WUFFYAFXNGRHNO-UHFFFAOYSA-N;HMS1765J02;HMS2326L09;MFCD00990272;STL477495;AKOS001054101;AKOS016044714;1M-541S;SMR000062988;CS-0039008;EU-0014109;FT-0664888;VU0066006-5;W11112;AF-962/02749030;Z56917016;9b-(4-chlorophenyl)-1H,2H,3H,5H,9bH-imidazo[2,1-a]isoindol-5-one

Chemical Property of 9b-(4-chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one

Chemical Property:

• Melting Point: 166-168oC
• PSA: 32.34000
• Density: 1.42
• LogP: 2.86680
• Storage Temp.: -20°C Freezer
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 284.0716407
• Heavy Atom Count: 20
• Complexity: 407

Purity/Quality:

98%Min ^*data from raw suppliers

9b-(4-Chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C(=O)C3=CC=CC=C3C2(N1)C4=CC=C(C=C4)Cl
• Uses: 9beta-(4-Chlorophenyl)-1,2,3,9beta-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one is used in the preparation of imidazoisoindoles and their analogs for the treatment of respiratory syncytial virus infections.

Technology Process of 9b-(4-chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one

There total 3 articles about 9b-(4-chlorophenyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one 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: 73.0%

ethylenediamine (107-15-3,85404-18-8) + 2-(4-chlorobenzoyl)benzoic acid (85-56-3) → 9b-(p-chlorophenyl)-1,2,3,9b-tetrahydro-1H-imidazo[2,1-a]isoindol-5-one (6038-49-9)

Guidance literature:

In toluene; for 5h; Solvent; Reflux; Dean-Stark;

DOI:10.1016/j.bmcl.2014.11.018

Reference yield:

2-(4-chlorobenzoyl)benzoic acid (85-56-3) → 1-(p-chlorophenyl)-1,2,3,4,5,6-hexahydro-2,5-benzodiazocine dihydrochloride (13822-05-4,13958-79-7) + 9b-(p-chlorophenyl)-1,2,3,9b-tetrahydro-1H-imidazo[2,1-a]isoindol-5-one (6038-49-9)

Guidance literature:

With ethylenediamine;

Reference yield:

→ 9b-(p-chlorophenyl)-1,2,3,9b-tetrahydro-1H-imidazo[2,1-a]isoindol-5-one (6038-49-9)

Guidance literature:

α-<2-Amino-ethylimino>-α-<4-chlor-phenyl>-toluylsaeure, Pyridin, Siedetemperatur;

DOI:10.1021/jo01282a022

upstream raw materials:

ethylenediamine

2-(4-chlorobenzoyl)benzoic acid

Downstream raw materials:

Mazindol

4'-chloro-2-(imidazolin-2-yl)benzophenone hydrochloride

9b-(4-chlorophenyl)-1-(4-fluorobenzoyl)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one

C₂₄H₁₉ClN₂O₂

Refernces

• 1、 Kurata, Haruto,Gentry, Patrick R.,Kokubo, Masaya,Cho, Hyekyung P.,Bridges, Thomas M.,Niswender, Colleen M.,Byers, Frank W.,Wood, Michael R.,Daniels, J. Scott,Conn, P. Jeffrey,Lindsley, Craig W.. "Further optimization of the M5 NAM MLPCN probe ML375: Tactics and challenges". . p. 690 - 694. Retrieved 2015/01/30.
• 2、 -. "POLYCYCLIC AGENTS FOR THE TREATMENT OF RESPIRATORY SYNCYTIAL VIRUS INFECTIONS". Page/Page column 28-29. . Retrieved 2010/02/12.