A practical and eco-friendly synthesis of stereocontrolled alkylaminomethylidene derivatives of 2-thiohydantoins by dimethylamine substitution

摘要

3-Alkyl-5-dimethyaminomethylidene-2-thioxo-imidazolidin-4-ones 3(a-c) available in two steps from methyl glycinate hydrochloride,represent a useful synthetic tool for efficient and mild solventless preparations of new alkylaminomethylidene derivatives of 2-thiohydantoins 8 (a-e),10(a-c) and 12(a-d) by stereocontrolled transamination reactions under microwave irradiations.The ~1H,~(13)C NMR spectrum and the (5Z)-conformation of some representatives products are also discussed.