A sustainable strategy for the synthesis of bis-2-iminothiazolidin-4-ones utilizing novel series of asymmetrically substituted bis-thioureas as viable precursors. Issue 19 (15th March 2018)

• Record Type: Journal Article
• Authors: Ahmed Arafa, Wael Abdelgayed; Ibrahim, Hamada Mohamed
• Is Part Of: RSC advances. Volume 8:Issue 19(2018)
• Page Start: 10516
• Page End: 10521
• Publication Date: 2018-03-15
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8ra01253a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A series of bis-thioureas was synthesized as viable precursors for the design of bis-2-iminothiazolidin-4-ones utilizing the ultrasonic irradiation as a sustainable energy source. Abstract : A novel series of asymmetrically substituted bis-thioureas has been synthesized in an effective pattern via the reaction of diamines with isothiocyanates utilizing the ultrasonic irradiation as a sustainable energy source. This reaction performs well at mild conditions to give the products in quantitative yields for a broad scope of substrates. The bis-thiourea derivatives are used for the design of unprecedented series of bis-2-iminothiazolidin-4-ones promoted by the ultrasonic irradiation. The reaction affords the formation of regioselective products, which depends on the p K a s of the diamines. The diamine linked to the thiourea possessing lower p K a is involved in the imino part, and the diamine having higher p K a is a part of the other heterocyclic nitrogen. Moreover, this new strategy has excellent environmental parameters, demonstrating that this protocol is a green and sustainable process.