Synthesis of 5-benzylidene-hydantoin and 5-benzylidene-creatinine derivatives under mixed catalyst systems of urea-p-toluenesulfonic acid (Urea-PTSA) and guanidine hydrochloride-triethylamine (GnHCl-TEA)

Autor: Nisa'ur Rosyidah, Hery Suwito, Indrianti Yunita Sari, Septi Rosiana Dewi, Zella Dwipuspita Dahana, Amalia Muti Anggraini, Kautsar Ul Haq, Nuzilatul Muschafi, Fandi Gunawan, Rina Dewi Renjanawati, Sherly Dwi Cicilianingrum, Januardi Wardana
Rok vydání: 2020
Předmět:
Zdroj: THE 14TH JOINT CONFERENCE ON CHEMISTRY 2019.
ISSN: 0094-243X
DOI: 10.1063/5.0005378
Popis: Derivatives of 5-benzylidenehydantion are well known of their various attractive bioactivities such as anticancer, antimicrobial, antidiabetic and tyrosinase inhibitor. The preparation methods of 5-benzylidenehydantoin and 5- benzylidenecreatinine derivatives obtained from the reaction between aromatic aldehydes with hydantoin or creatinine using Knoevenagel condensation are discussed. Performing the reactions, we used mixed catalysts system that were Urea– p-Toluene sulfonic acid (Urea-PTSA) and Guanidine hydrochloride–triethylamine (GnHCl-TEA) in polyethylene glycol as solvent. The reaction conditions were suitable for the reaction of aromatic aldehydes attaching electron donating substituent, as well as electron withdrawing substituents. Catalyst system of Urea-PTSA furnished best yield for rich electron aldehydes, while catalyst system of GnHCl-TEA were suitable for poor electron aldehydes and heteroaromatic aldehydes.
Databáze: OpenAIRE