70310-30-4

Basic information

• Product Name: 2H-1,4-Benzoxazine,3,4-dihydro-3-phenyl-(9CI)
• Synonyms: 2H-1,4-Benzoxazine,3,4-dihydro-3-phenyl-(9CI);3-Phenyl-3,4-dihydro-2H-benzo[1,4]oxazine
• CAS NO: 70310-30-4
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.25912
• Product Categories: PYRIDINE
• Mol File: 70310-30-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-1,4-Benzoxazine,3,4-dihydro-3-phenyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzoxazine,3,4-dihydro-3-phenyl-(9CI)(70310-30-4)
• EPA Substance Registry System: 2H-1,4-Benzoxazine,3,4-dihydro-3-phenyl-(9CI)(70310-30-4)

Safety Data

• Hazardous Substances Data: 70310-30-4(Hazardous Substances Data)

Upstream product

• 18065-01-5 2-(2-nitrophenoxy)-1-phenyl-1-ethanone 
• 1493-27-2 ortho-nitrofluorobenzene 
• 669694-87-5 2-[(2-phenyl-2-propenyl)oxy]-1-nitrobenzene 
• 19409-26-8 3-phenyl-2H-1,4-benzoxazine 
• 70-11-1 α-bromoacetophenone 
• 95-55-6 2-amino-phenol 
• 98-86-2 acetophenone 
• 186663-74-1 tert-butyl (2-hydroxyphenyl)carbamate 
• 100-52-7 benzaldehyde 
• 88-75-5 2-hydroxynitrobenzene 

Downstream Products

• 22178-50-3 PCM-0102266 
• 123296-57-1 3-Phenyl-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine-5,6-dione 
• 324817-55-2 4-nitroso-3-phenyl-3,4-dihydro-2H-1,4-benzoxazine 
• 1441005-92-0 (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate 
• 400084-44-8 4-dichloroacetyl-3-phenyl-3,4-dihydro-2H-1,4-benzoxazine 
• 1388154-49-1 diethyl 2-((2,3-dihydro-3-phenylbenzo[b][1,4]oxazin-4-yl)-methylene)malonate 
• 1388153-40-9 3,7-dihydro-N-(3,5-dimethyladamant-1-yl)-7-oxo-3-phenyl-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxamide 
• 1388154-58-2 ethyl 3,7-dihydro-3-phenyl-7-oxo-2H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate 

Relevant articles and documents

Kinetic Resolution by Lithiation: Highly Enantioselective Synthesis of Substituted Dihydrobenzoxazines and Tetrahydroquinoxalines

Kinetic resolution provided a highly enantioselective method to access a range of 3-aryl-3,4-dihydro-2H-1,4-benzoxazines using n-butyllithium and the chiral ligand sparteine. The enantioenrichment remained high on removing the tert-butoxycarbonyl (Boc) protecting group. The intermediate organolithium undergoes ring opening to an enamine. The kinetic resolution was extended to give enantiomerically enriched substituted 1,2,3,4-tetrahydroquinoxalines and was applied to the synthesis of an analogue of the antibiotic levofloxacin that was screened for its activity against the human pathogen Streptococcus pneumoniae.

Chiral ferrocene-imidazole diphosphine ligand as well as synthesis method and application thereof

The invention relates to a chiral ferrocene-imidazole diphosphine ligand as well as a preparation method and application thereof. The synthesis method comprises the following steps: dissolving ferrocenyl chiral alcohol and N, N '-carbonyldiimidazole, whic

Hydrogenation or Dehydrogenation of N-Containing Heterocycles Catalyzed by a Single Manganese Complex

A highly chemoselective base-metal catalyzed hydrogenation and acceptorless dehydrogenation of N-heterocycles is presented. A well-defined Mn complex operates at low catalyst loading (as low as 2 mol %) and under mild reaction conditions. The described catalytic system tolerates various functional groups, and the corresponding reduced heterocycles can be obtained in high yields. Experimental studies indicate a metal-ligand cooperative catalysis mechanism.

Enantioselective Biocatalytic Reduction of 2 H-1,4-Benzoxazines Using Imine Reductases

A biocatalytic reduction of 2H-1,4-benzoxazines using imine reductases is reported. This process enables a smooth and enantioselective synthesis of the resulting cyclic amines under mild conditions in aqueous media by means of a catalytic amount of the cofactor NADPH as hydride source as well as glucose as the reducing agent used in stoichiometric amounts for in situ cofactor recycling. Several substrates were studied, and the 3,4-dihydro-2H-1,4-benzoxazines were obtained with up to 99% ee. In addition, the efficiency of this reduction process based on imine reductases as catalysts has been demonstrated for one 2H-1,4-benzoxazine on an elevated laboratory scale running at a substrate loading of 10 g L-1 in the presence of a tailor-made whole-cell catalyst.

Electrochemical hydrogenation of a benzannulated pyridine to a dihydropyridine in acidic solution

The electrochemistry of pyridines in acidic solution is dominated by a 'weak acid' reduction on the cyclic voltammetry timescale. Here we show that electrochemical hydrogenation of a benzannulated pyridine, phenanthridine (1), to the biomimetic hydride do

Searching for Novel Inhibitors of the S. aureus NorA Efflux Pump: Synthesis and Biological Evaluation of the 3-Phenyl-1,4-benzothiazine Analogues

Bacterial resistance to antimicrobial agents has become an increasingly serious health problem in recent years. Among the strategies by which resistance can be achieved, overexpression of efflux pumps such as NorA of Staphylococcus aureus leads to a sub-lethal concentration of the antibacterial agent at the active site that in turn may predispose the organism to the development of high-level target-based resistance. With an aim to improve both the chemical stability and potency of our previously reported 3-phenyl-1,4-benzothiazine NorA inhibitors, we replaced the benzothiazine core with different nuclei. None of the new synthesized compounds showed any appreciable intrinsic antibacterial activity, and, in particular, 2-(3,4-dimethoxyphenyl)quinoline (6 c) was able to decrease, in a concentration-dependent manner, the ciprofloxacin MIC against the norA-overexpressing strains S. aureus SA-K2378 (norA++) and SA-1199B (norA+/A116E GrlA).

Continuous Flow Synthesis of Morpholines and Oxazepanes with Silicon Amine Protocol (SLAP) Reagents and Lewis Acid Facilitated Photoredox Catalysis

Photocatalytic coupling of aldehydes and silicon amine protocol (SLAP) reagents enables the simple, scalable synthesis of substituted morpholines, oxazepanes, thiomorpholines, and thiazepanes under continuous flow conditions. Key to the success of this process is the combination of an inexpensive organic photocatalyst (TPP) and a Lewis acid additive, which form an amine radical cation that is easily reduced to complete the catalytic cycle. Di- and trisubstituted SLAP reagents are formed in one step by an iron-catalyzed aminoetherification of olefins.

Organocatalytic Approach for Transfer Hydrogenation of Quinolines, Benzoxazines and Benzothiazines

Abstract: This study reports on the thiourea dioxide catalyzed transfer hydrogenation of diverse C=N–containing heterocyclic compounds with Hantzsch ester as the hydrogen source. With this cost effective and readily available catalyst, a wide range of 2-s

Ruthenium-Catalyzed Amination of Secondary Alcohols Using Borrowing Hydrogen Methodology

A new ruthenium complex catalyzes the amination of primary and secondary alcohols and the regioselective mono- and sequential diamination of diols via the borrowing hydrogen pathway. Several variations on new intra- and intermolecular cyclizations of aminoalcohols, diols, and diamines lead to heterocyclic ring systems.

Method for preparing 3,4-dihydrobenzo[b][1,4]oxazine derivatives

The invention provides a method for preparing 3,4-dihydrobenzo[b][1,4]oxazine derivatives. The method comprises the following step: carrying out reduction reaction on [b][1,4]oxazines in the presence of hydrogen gas by using B(C6F5)3 as a catalyst to obtain the mixture containing the 3,4-dihydrobenzo[b][1,4]oxazines disclosed as Formula I. Benzo[b][1,4]oxazines in different structures are used as a substrate to synthesize the benzo[b][1,4]oxazines at high yield by using the B(C6F5)3 as the catalyst. The method has the advantages of cheap and accessible raw materials, high reaction activity, no participation of transition metals and wide substrate application range, and has huge industrialization potential.