METHOD FOR PREPARING AMMONIUM SALTS OF 3-AMINO-8-HYDROXY-1,6-DIOXO-4-CYANO-2,7-DIAASPIRO [4,4] NON-3-EN-2-IDS Russian patent published in 2017 - IPC C07D487/10 

FIELD: chemistry.

SUBSTANCE: invention relates to the preparation of ammonium salts of functionally substituted diazaspyrans, specifically 3-amino-8-hydroxy-1,6-dioxo-4-cyano-2,7-diazaspiro [4,4] non-3-ene-2-ids of the formula 1 , where R¹=R²=CH₃, R³=H, R⁴+R⁵=(C₂H₄)₂O; R¹=CH₃, R²=C₂H₅, R³=H, R⁴=R⁵=C₂H₅; R¹=CH₃, R²=C₃H₇, R³=H, R⁴+R⁵=(C₂H₄)₂O; R¹=CH₃, R²=C₃H₇, R³=H, R⁴=R⁵=C₂H₅; R¹=CH₃, R²=C₃H₇, R³=R⁴=H, R⁵=t-Bu; R¹=R²=R³=CH₃, R⁴=R⁵=C₂H₅; R¹+R²=(CH₂)₄, R³=CH₃, R⁴+R⁵=(C₂H₄)₂O; R¹+R²=(CH₂)₄, R³=CH₃, R⁴=H, R⁵=CH₂Ph; R¹=Ph, R²=R⁴=R⁵=CH₃, R³=H; R¹=Ph, R²=CH₃, R³=H, R⁴=R⁵=C₂H₅; R¹=Ph, R²=CH₃, R³=R⁴=H, R⁵=t-Bu. The method consists in adding an appropriate amine HNR4R5 to the suspension of the corresponding 3-amino-8-hydroxy-1,6-dioxo-2,7-diazaspiro [4,4] non-3-ene-4-carbonitrile in an organic solvent and stirring for 3-24 hours at room temperature, after which the precipitate is filtered off, washed with propan-2-ol. Ammonium salts of functionally substituted diazaspyranes may find use as inhibitors of integrase of HIV-1, tyrosine kinase, telomerase, inhibitors or agonists of 5-hydroxytryptamine receptors, endothelin receptor antagonists, agents that have the effect of inducing apoptosis of blast cells (BALL-1).

EFFECT: simplifying the process and increasing the yield.

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