Benzoxazinone usually exists in many kinds of plants.It is applied in prepharmacy synthesis,and bioactivity studies,and has been prepared from O-aminophenol and chrol-with alkine and solvent by refluxing for a long ti...Benzoxazinone usually exists in many kinds of plants.It is applied in prepharmacy synthesis,and bioactivity studies,and has been prepared from O-aminophenol and chrol-with alkine and solvent by refluxing for a long time.In this work,2,2’-diphenyl-1,4-benzoxazin-3(4H)-one was solvent-free synthesized under microwave irradiation.The configuration and conformation of the product were determined by 1H NMR,IR,MS,elementary analysis and X-ray crystal analysis.The results of X-ray crystal analysis show that the compound crystallizes in a triclinic system,space group %P%1,cell parameter %a%=0.840 7(1)nm,%b%=0.845 1(1)nm,%c%=2.254 1(3)nm,%α%=96.111(3)°,%β%=97.196(3)°,%γ%=90.229(3)°,%V%= 1^579 6(4)nm3,%Z%=4,%D%c =1.267 Mg/m3,%F%(000)= 632.0,%μ%= 0.08 mm-1.In the compound,oxazinone ring is shown chair conformation,two benzene rings is placed in two sides of oxazinone ring distortedly.In crystal state,a centrosymmetric dimmer is formed %via% hydrogen bonds generated from amides of two near molecules.The benzene rings in a same chemical environment are paralleled by a distance of 0.260 9 nm.It displays aromatic π-π stacking interactions.展开更多
2-Amino-5-methylbenzoic acid（1） was acylated with acyl chlorides,then heated（together） with（acetic） anhydride to give 2-phenyl or 2-benzyl-6-methylbenzoxazin-4-one（3a3b）,while compound 1 was （reacted） with p...2-Amino-5-methylbenzoic acid（1） was acylated with acyl chlorides,then heated（together） with（acetic） anhydride to give 2-phenyl or 2-benzyl-6-methylbenzoxazin-4-one（3a3b）,while compound 1 was （reacted） with propanoic anhydride or trifluoroacetic anhydride to give 2-ethyl or 2-trifluoromethyl-6-methylbenzoxazin-4-one（3c3d） directly. Then,2-substituted 6-methylbenzoxazin-4-ones（3a3d） were heated together with formamide to afford 2-substituted 6-methyl-4（3H）-quinazolinones（4a4d）,which were（converted） into the title compounds（5a5d） via brominating with N-bromosuccinimide in the presence of （PhCOO）2.The structures of all the intermediates and final products were confirmed with ESI-MS,1H NMR and elemental analysis.展开更多
文摘Benzoxazinone usually exists in many kinds of plants.It is applied in prepharmacy synthesis,and bioactivity studies,and has been prepared from O-aminophenol and chrol-with alkine and solvent by refluxing for a long time.In this work,2,2’-diphenyl-1,4-benzoxazin-3(4H)-one was solvent-free synthesized under microwave irradiation.The configuration and conformation of the product were determined by 1H NMR,IR,MS,elementary analysis and X-ray crystal analysis.The results of X-ray crystal analysis show that the compound crystallizes in a triclinic system,space group %P%1,cell parameter %a%=0.840 7(1)nm,%b%=0.845 1(1)nm,%c%=2.254 1(3)nm,%α%=96.111(3)°,%β%=97.196(3)°,%γ%=90.229(3)°,%V%= 1^579 6(4)nm3,%Z%=4,%D%c =1.267 Mg/m3,%F%(000)= 632.0,%μ%= 0.08 mm-1.In the compound,oxazinone ring is shown chair conformation,two benzene rings is placed in two sides of oxazinone ring distortedly.In crystal state,a centrosymmetric dimmer is formed %via% hydrogen bonds generated from amides of two near molecules.The benzene rings in a same chemical environment are paralleled by a distance of 0.260 9 nm.It displays aromatic π-π stacking interactions.
文摘2-Amino-5-methylbenzoic acid（1） was acylated with acyl chlorides,then heated（together） with（acetic） anhydride to give 2-phenyl or 2-benzyl-6-methylbenzoxazin-4-one（3a3b）,while compound 1 was （reacted） with propanoic anhydride or trifluoroacetic anhydride to give 2-ethyl or 2-trifluoromethyl-6-methylbenzoxazin-4-one（3c3d） directly. Then,2-substituted 6-methylbenzoxazin-4-ones（3a3d） were heated together with formamide to afford 2-substituted 6-methyl-4（3H）-quinazolinones（4a4d）,which were（converted） into the title compounds（5a5d） via brominating with N-bromosuccinimide in the presence of （PhCOO）2.The structures of all the intermediates and final products were confirmed with ESI-MS,1H NMR and elemental analysis.
