4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine

Base Information

• Chemical Name: 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine
• CAS No.: 75220-84-7
• Molecular Formula: C21H17ClN2
• Molecular Weight: 332.832
• DSSTox Substance ID: DTXSID20397722
• Nikkaji Number: J2.059.372E
• Mol file: 75220-84-7.mol

Synonyms:4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine;75220-84-7;Anticonvulsant agent 2;Oprea1_197156;Oprea1_635394;DTXSID20397722;HY-154436;CS-0675878;EU-0041137;SR-01000459185;SR-01000459185-1;2,3-Dihydro-4-(4-chlorophenyl)-2-phenyl-1H-1,5-benzodiazepine

Chemical Property of 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 332.1080262
• Heavy Atom Count: 24
• Complexity: 435

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC2=CC=CC=C2N=C1C3=CC=C(C=C3)Cl)C4=CC=CC=C4

Technology Process of 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine

There total 7 articles about 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine 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: 90.0%

(E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one (22966-22-9) + 1,2-diamino-benzene (95-54-5) → 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-benzo[b][1,4]diazepine (75220-84-7)

Guidance literature:

With 1-butylimidazolium trifluoromethanesulfonate; at 80 ℃; for 2h;

Reference yield: 90.0%

1,2-diamino-benzene (95-54-5) + 4'-chlorochalcone (956-02-5) → 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-benzo[b][1,4]diazepine (75220-84-7)

Guidance literature:

With graphite oxide; In neat (no solvent); at 80 ℃; for 0.5h; Temperature; Solvent;

DOI:10.1039/c6gc03110b

Reference yield: 70.0%

3-(4-chlorophenyl)-1-phenylprop-2-yn-1-ol (944551-28-4) + 1,2-diamino-benzene (95-54-5) → 4-(4-chlorophenyl)-2-phenyl-2,3-dihydro-1H-benzo[b][1,4]diazepine (75220-84-7)

Guidance literature:

3-(4-chlorophenyl)-1-phenylprop-2-yn-1-ol; With Echavarren's catalyst; In dichloromethane; for 0.166667h;

1,2-diamino-benzene; In dichloromethane; at 60 ℃; for 10h;

DOI:10.1021/acs.orglett.6b01720

upstream raw materials:

1,2-diamino-benzene

4'-chlorochalcone

(E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one

para-chloroacetophenone

Downstream raw materials:

2-phenyl-1H-benzoimidazole

Refernces

• 1、 Jamatia, Ramen,Gupta, Ajay,Dam, Binoyargha,Saha, Mithu,Pal, Amarta Kumar. "Graphite oxide: A metal free highly efficient carbocatalyst for the synthesis of 1,5-benzodiazepines under room temperature and solvent free heating conditions". supporting information. p. 1576 - 1585. Retrieved 2017/05/10.
• 2、 Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Iazzetti, Antonia. "Construction of the 1,5-Benzodiazepine Skeleton from o-Phenylendiamine and Propargylic Alcohols via a Domino Gold-Catalyzed Hydroamination/Cyclization Process". supporting information. p. 3511 - 3513. Retrieved 2016/08/16.