16442-58-3

Basic information

• Product Name: 2H-1,5-Benzodiazepin-2-one, 1,3,4,5-tetrahydro-4-phenyl-
• Synonyms: 4-phenyl-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one;4-phenyl-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one;4-Phenyl-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-on;4-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one;4,5-dihydro-4-phenyl-1H-benzo[b][1,4]diazepin-2(3H)-one
• CAS NO: 16442-58-3
• Molecular Formula: C15H14N2O
• Molecular Weight: 238.289
• Mol File: 16442-58-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2H-1,5-Benzodiazepin-2-one, 1,3,4,5-tetrahydro-4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,5-Benzodiazepin-2-one, 1,3,4,5-tetrahydro-4-phenyl-(16442-58-3)
• EPA Substance Registry System: 2H-1,5-Benzodiazepin-2-one, 1,3,4,5-tetrahydro-4-phenyl-(16442-58-3)

Safety Data

• Hazardous Substances Data: 16442-58-3(Hazardous Substances Data)

Upstream product

• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 95-54-5 1,2-diamino-benzene 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 328012-09-5 (E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-phenylprop-2-en-1-one 
• 16439-95-5 4-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-2-one 

Downstream Products

• 1201652-42-7 ethyl 4-oxo-2-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-carboxylate 
• 488737-01-5 4-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-thione 
• 119483-55-5 4-Oxo-2-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepine-1-carbaldehyde 

Relevant articles and documents

Asymmetric Ir-catalyzed hydrogenation of 1,5-benzodiazepinones using mixtures of ligands

The catalytic hydrogenation of benzodiazepinones using metal complexes with phosphite and phosphoramidite ligands was carried out for the first time. The mixed-ligand catalytic systems containing a chiral phosphoramidite or phosphite in combination with an achiral phosphine were shown to exhibit a higher enantioselectivity compared to catalysts containing homocombinations of chiral ligands.

Direct and Enantioselective Synthesis of N?H-Free 1,5-Benzodiazepin-2-ones by an N-Heterocyclic Carbene Catalyzed [3+4] Annulation Reaction

An NHC-catalyzed formal [3+4] annulation of α,β-unsaturated acylazoliums with protecting-group-free aryl 1,2-diamines was developed for a direct and highly enantioselective synthesis of 4-aryl N?H-free 1,5-benzodiazepin-2-ones. This methodology offers an efficient and rapid access to a wide range of enantioenriched target compounds from easily accessible starting materials. The protocol is also scalable and the desired products can easily undergo subsequent N-functionalization to afford diverse N-substituted derivatives. Additionally, a mechanism was proposed to explain the high enantioselectivity in this process.

Asymmetric Hydrogenation of Cyclic Imines of Benzoazepines and Benzodiazepines with Chiral, Cationic Ruthenium–Diamine Catalysts

A method for the highly enantioselective hydrogenation of diverse seven-membered N-containing heterocycles, including 2,4-diaryl-3H-benzo[b]azepines, racemic 2,2,4-trisubstituted 2,3-dihydrobenzo[b][1,4]diazepines, and 4-substituted 1H-benzo[b][1,4]diazep