Methyl 4-amino-2,3-dihydro-6-methoxy-1,3-dioxo-1H-pyrrolo[3,4-c]-pyridine-7-carboxylate forms hydrogen-bonded sheets...

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Pyrimidinone derivatives are important in medicinal chemistry.
• Dimethyl acetylenedicarboxylate is a versatile reagent in organic synthesis.
• Understanding intermolecular interactions is key to designing functional materials.

Purpose of the Study:

• To synthesize and characterize a novel compound formed by the reaction of 6-amino-2-methoxy-4(3H)-pyrimidinone and dimethyl acetylenedicarboxylate.
• To investigate the crystal structure and intermolecular interactions of the title compound.
• To explore the self-assembly behavior driven by hydrogen bonding.

Main Methods:

• Single-crystal X-ray diffraction was used to determine the molecular and crystal structure.
• The synthesis involved a condensation reaction between the specified precursors.
• Hydrogen bonding analysis was performed based on crystallographic data.

Main Results:

• The title compound, C10H9N3O5, was successfully synthesized.
• Crystal structure analysis revealed the formation of planar sheets linked by N-H...O hydrogen bonds.
• Two distinct types of hydrogen-bonded rings, R2(2)(8) and R6(6)(42), were identified, dictating the sheet structure.

Conclusions:

• The reaction yields a novel pyrimidinone derivative with a defined supramolecular architecture.
• N-H...O hydrogen bonds play a crucial role in the self-assembly of molecules into extended planar sheets.
• The observed ring motifs provide insights into crystal engineering strategies for related compounds.