Guanidinylating agents

The coupling reagent 2,4,6-trichloro-l,3,5-triazine (TCT, a cyanuric chloride) was found to be an inexpensive way to prepare lV)N -di-Boc-protected guanidines using the di-Boc-thiourea (09SL3368). The active guanidinylating agent was determined to be N,iV -di-Boc-carbodiimide upon treatment with iV-methylmorpholine. 

Applications in Organic Synthesis. A Bis(methylthio) methylene-para-toluenesulfonamide has been extensively employed as an electrophilic agent for condensation with different nucleophiles such as amines, alcohols, thiols, and anionic species to synthesize medicinally useful guanidinyl derivates and heterocycles. 

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