27990-57-4

Basic information

• Product Name: 2H-1,4-Benzoxazin-2-one, 3-phenyl-
• CAS NO: 27990-57-4
• Molecular Formula: C14H9NO2
• Molecular Weight: 223.231
• Mol File: 27990-57-4.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2H-1,4-Benzoxazin-2-one, 3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzoxazin-2-one, 3-phenyl-(27990-57-4)
• EPA Substance Registry System: 2H-1,4-Benzoxazin-2-one, 3-phenyl-(27990-57-4)

Safety Data

• Hazardous Substances Data: 27990-57-4(Hazardous Substances Data)

Upstream product

• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 95-55-6 2-amino-phenol 
• 98-86-2 acetophenone 
• 611-73-4 Benzoylformic acid 
• 22065-57-2 ethyl 2-phenyldiazoacetate 
• 5651-39-8 2H-benzo[b][1,4]oxazin-2-one 
• 98-80-6 phenylboronic acid 
• 273-53-0 benzoxazole 
• 70-11-1 α-bromoacetophenone 
• 89177-96-8 2-oxo-2-phenylacetyl bromide 
• 32624-24-1 2-(2-acetylamino-phenoxy)-2-bromo-1-phenyl-ethanone 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 32624-25-2 2-bromo-3-phenyl-2H-benzo[1,4]oxazine 
• 62-53-3 aniline 

Downstream Products

• 1429933-89-0 C₁₄H₁₀⁽²⁾HNO₂ 
• 1171117-75-1 (+)-(S)-3-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one 
• 107624-49-7 3-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one 
• 3230-45-3 (E)-N-benzylidene-2-hydroxyaniline 
• 103110-86-7 4-Phenyl-2-oxa-5-aza-tricyclo[4.4.0.0^1,4]deca-5,7,9-trien-3-one 
• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 51-19-4 2-aminophenol hydrochloride 
• 112828-44-1 1,1,2a-Triphenyl-2,2a-dihydro-1H-4-oxa-8b-aza-cyclobuta[a]naphthalen-3-one 
• 833-50-1 2-phenylbenzo[d]oxazole 

Relevant articles and documents

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

Diversity in Heterocycle Synthesis Using α-Iminocarboxylic Acids: Decarboxylation Dichotomy

Despite the structural similarity with imines, α-iminocarboxylic acids have seldom been used in heterocycles synthesis. The reactions of ortho-substituted anilines and arylglyoxylic acids in DMSO at 40 °C gave various benzo-fused five- to six-membered N-heterocycles in good to excellent yields. The reaction proceeds via intramolecular Michael addition of α-iminocarboxylic acids, generated in situ, with an ortho-substituted nucleophile, yielding an isolable unprecedented tetrahedral carboxylic acids, which upon decarboxylation without any aid of additional reagents forms the N-heterocycles. DMSO is crucial in this reaction, perhaps because of improved solubility and the ease of decarboxylation of these tetrahedral carboxylic acids. However, a copper-catalyzed reaction of ortho-substituted anilines and 2-bromoarylglyoxylic acids gave a dibenzo-fused seven-membered N-heterocycle under a basic reaction condition. Unlike intramolecular cyclization with α-iminocarboxylic acids in the first case, α-iminocarboxylic acid undergoes a competitive decarboxylation under the copper-catalyzed conditions, which upon subsequent heteroarylation form the heterocycles. Taken together, the study described herein represents two different modes of decarboxylation observed with α-iminocarboxylic acids, leading to the synthesis of divergent heterocycles and pharmaceuticals, which remained unexplored previously.

Preparation method of 3-aryl-2H-benzo [beta] [1, 4] benzoxazine-2-ketone compound

The invention discloses a preparation method of a 3-aryl-2H-benzo [beta] [1, 4] benzoxazine-2-ketone compound, which comprises the following steps: carrying out magnetic stirring on a reaction substrate 2-aminophenol compound and a ketonic acid compound i