Synthesis of carboxylic dithiocarbamic anhydride and substituted thiourea derivatives in water.

Azizi, Najmedin; Alipour, Masuomeh

The use of water as a solvent has sometimes benefits such as improving reactivities and selectivities, simplifying work-up procedures, and environmentally benign. Many carboxylic dithiocarbamic anhydride products are valuable building blocks in heterocycles and natural products. Here we present a simple one-pot synthesis of carboxylic dithiocarbamic anhydride by condensation of amines, carbon disulfide, acyl halide, or acetic anhydride in water. We obtained a variety of biologically important acyl dithiocarbamate derivatives in 82-93% yields in 10-30 min. This procedure can be used for the synthesis of thioureas from dithiocarbamates. Here, the sequential, one-pot three-component reaction of amines, carbon disulfide, and isothiocyanates provides unsymmetrical substituted thioureas in 81-91% yields.

CARBOXYLIC acids; CARBAMIC acid; ANHYDRIDES; SUBSTITUTION reactions; THIOUREA; WATER; CARBON disulfide

Environmental Chemistry Letters, 2018, Vol 16, Issue 4, p1415

1610-3653

Academic Journal

10.1007/s10311-018-0743-6