Selective access to new semicarbazones and thiosemicarbazones derived from benzil. Study of their conversion reactions

✍ Scribed by Agueda Arquero; Marta Cañadas; Martín Martinez-Ripoll; Ma Antonia Mendiola; Ana Rodriguez

• Book ID: 104208805
• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 751 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00667-x

✦ Synopsis

New Schiff bases from benzil with semicarbazide and thiosemicarbazide are reported. An open chain molecule, benzilbissemicarbazone 1 was prepared in presence of lithium hydroxide. A cycle 6-methoxy-l,6diphenyl-4-thio-3,4,5,6-tetrahydro-2,3,5-triazine 7 was obtained from thiosemicarbazide. A cyclic molecule, 1,6-diphenyl-4-oxo-3,4,5,6-tetrahydro-2,3,5-triazine 4 was produced from the recrystallization of 3 in chloroform. A new macrocyclic complex 8 was isolated from the open chain 6 in the presence of iron (III) chloride hexahydrated. Compounds 1, 2 convert into the cyclic 3 heated under reflux. In addition, we have got an iron complex 5 of 1 using the compound 2 as precursor. The crystal structure of 7 was obtained by single crystal X-Ray diffraction.