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

Base Information

• Chemical Name: 2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepine
• CAS No.: 75220-79-0
• Molecular Formula: C21H17N3O2
• Molecular Weight: 343.385
• DSSTox Substance ID: DTXSID10387076
• Nikkaji Number: J1.490.806D

Synonyms:2-(4-nitrophenyl)-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepine;75220-79-0;HMS652C22;ChemDiv1_022946;Oprea1_435070;Oprea1_457911;DTXSID10387076;STK065252;AKOS001628569;SR-01000453282;SR-01000453282-1;2,3-Dihydro-2-(4-nitrophenyl)-4-phenyl-1H-1,5-benzodiazepine

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

Chemical Property:

• PSA: 70.21000
• LogP: 5.36930
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 343.132076794
• Heavy Atom Count: 26
• Complexity: 516

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC2=CC=CC=C2N=C1C3=CC=CC=C3)C4=CC=C(C=C4)[N+](=O)[O-]

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

There total 3 articles about 2-(4-nitrophenyl)-4-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: 95.0%

4-nitrochalcone (1222-98-6) + 1,2-diamino-benzene (95-54-5) → 2-(4-nitrophenyl)-4-phenyl-2,3-dihydrobenzo[b][1,4]diazepine (75220-79-0)

Guidance literature:

With 1-butyl-pyridinium hydrogen sulphate; In ethyl acetate; at 80 ℃; for 1.5h;

DOI:10.1080/00397910600616602

Reference yield: 52.0%

p-nitrobenzene iodide (636-98-6) + 1-Phenyl-2-propyn-1-ol (4187-87-5) + 1,2-diamino-benzene (95-54-5) → 2-(4-nitrophenyl)-4-phenyl-2,3-dihydrobenzo[b][1,4]diazepine (75220-79-0)

Guidance literature:

p-nitrobenzene iodide; 1-Phenyl-2-propyn-1-ol; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; for 16h; Heating;

1,2-diamino-benzene; With triethylamine; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/j.tet.2004.08.001

Reference yield: 43.0%

(E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one (2960-55-6) + 1,2-diamino-benzene (95-54-5) → 2-(4-nitrophenyl)-4-phenyl-2,3-dihydrobenzo[b][1,4]diazepine (75220-79-0)

Guidance literature:

With aluminum oxide; at 80 ℃; for 3h;

DOI:10.1081/SCC-120034159

upstream raw materials:

4-nitrochalcone

1,2-diamino-benzene

p-nitrobenzene iodide

1-Phenyl-2-propyn-1-ol

Downstream raw materials:

2-phenyl-1H-benzoimidazole

2-(4-nitrophenyl)benzimidazole

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