25809-80-7

Basic information

• Product Name: 3,4-dihydro-4-methylene-3-phenylquinazolin-2(1H)-one
• Synonyms: 3,4-dihydro-4-methylene-3-phenylquinazolin-2(1H)-one
• CAS NO: 25809-80-7
• Molecular Weight: 236.273
• Mol File: 25809-80-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3,4-dihydro-4-methylene-3-phenylquinazolin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dihydro-4-methylene-3-phenylquinazolin-2(1H)-one(25809-80-7)
• EPA Substance Registry System: 3,4-dihydro-4-methylene-3-phenylquinazolin-2(1H)-one(25809-80-7)

Safety Data

• Hazardous Substances Data: 25809-80-7(Hazardous Substances Data)

Upstream product

• 1224970-00-6 1-(o-ethynylphenyl)-3-phenylurea 
• 1610702-03-8 N-(4-methylene-1H-benzo[d][1,3]oxazin-2(4H)-ylidene)aniline 
• 551-93-9 2-aminoacetophenone 
• 103-71-9 phenyl isocyanate 
• 52670-38-9 2-ethynylaniline 

Relevant articles and documents

Well-Defined Dinuclear Gold Complexes for Preorganization-Induced Selective Dual Gold Catalysis

The synthesis, reactivity, and potential of well-defined dinuclear gold complexes as precursors for dual gold catalysis are explored. Using the preorganizing abilities of the ditopic PNHPiPr(LH) ligand, dinuclear AuI–AuIcomplex 1 and mixed-valent AuI–AuIIIcomplex 2 provide access to structurally characterized chlorido-bridged cationic species 3 and 4 upon halide abstraction. For 2, this transformation involves unprecedented two-electron oxidation of the redox-active ligand, generating a highly rigidified environment for the Au2core. Facile reaction with phenylacetylene affords the σ,π-activated phenylacetylide complex 5. When applied in the dual gold heterocycloaddition of a urea-functionalized alkyne, well-defined precatalyst 3 provides high regioselectivities for the anti-Markovnikov product, even at low catalyst loadings, and outperforms common mononuclear AuIsystems. This proof-of-concept demonstrates the benefit of preorganization of two gold centers to enforce selective non-classical σ,π-activation with bifunctional substrates.

Preparation method of 4-methylene quinazolinone (thione) derivatives

The invention discloses a preparation method of 4-methylene quinazolinone (thione) derivatives. The preparation method comprises the following steps: dissolving 2-aminoacetophenone derivatives with different substituents and phenyl iso (thio) cyanate deri

Gold(I)-catalyzed reactions of 1-(ortho-alkynylaryl)ureas: Highly selective heterocyclization and synthesis of mixed N,O-acetals

Readily available 1-(ortho-ethynylaryl)urea derivatives undergo a selective gold/silver {[AuCl(IPr)]/AgSbF6} catalyzed N-6-exo-dig or N-5- endo-dig heterocyclization process in dimethylform-amide (DMF) at 60 8C. Benzoxazine derivatives, i.e., the products of O-6-exo-dig ring closure through the urea oxygen, could be observed under catalytic conditions only when the N-3 basicity was substantially diminished, but were readily isolable in stoichiometric processes carried out at low temperature. The open chain amino O,O-acetals and a series of new cyclic mixed N,O-acetals containing the trifluoroethyl group were synthesized when the reactions were performed in ethanol or trifluoro-ethanol, respectively, as solvent. The procedure allows for an easy access to this versatile class of key intermediates in organic synthesis from simple starting materials. The effect of using either DMF or protic solvents on the course of the reactions is reported.