METHOD FOR PRODUCING SUBSTITUTED (4R*,5S*,6R*)-2-THIOHEXAHYDROPYRIMIDINE-5-CARBOHYDRAZIDES Russian patent published in 2022 - IPC C07D239/10 

FIELD: chemistry.

SUBSTANCE: invention relates to a method for producing substituted (4R*,5S*,6R*)-2-thiohexahydropyrimidine-5-carbohydrazides by the general formula below, applicable as precursors for synthesising biologically active substances and medicinal products. The proposed compounds are produced from (4R*,4As*,10bR*)-2-thio-1,2,3,4,4a,10b-hexahydro-5H-chromeno[4,3-d]pyrimidine-5-ones by the formula below. In the formulas, R₁=H, or CH₃, or OH, R₂=C₆H₅, or 4-ClC₆H₄, or 4-OHC₆H₄, or 4-MeC₆H₄, or 4-MeOC₆H₄, or 3-NO₂C₆H₄. The method consists in using diastereomerically pure (4R*,4As*,10bR*)-2-thio-1,2,3,4,4a,10b-hexahydro-5H-chromeno[4,3-d]pyrimidine-5-ones as initial reagents, subjecting those to aminolysis with hydrazine hydrate at a temperature of 70 to 80°C and a molar ratio of 1:2, respectively, for 0.5 to 1.5 hours in an isopropyl alcohol solution. The resulting crystalline deposits are filtered, washed with methylene dichloride, and dried at room temperature.

EFFECT: proposed method allows for production of new, previously unknown substituted (4R*,5S*,6R*)-2-thiohexahydropyrimidine-5-carbohydrazides.

1 cl, 10 ex