3-(2,4-dihydroxyphenyl)-3-oxopropanenitrile

Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a mixture of 105 g (1.2 mol) of formyl acetic anhydride and 40 ml of pyridine cooled to -10°C was added 16.5 g (0.1 mol) of 2,4-dihydroxybenzoylacetonitrile. This mixture was stirred overnight, allowing the reaction to warm to room temperature. The mixture was evaporated in vacuo and the residue was triturated with ethanol and filtered to give 23.3 g of crude material. Recrystallization of this solid from absolute ethanol gave 5.3 g of 7-hydroxy-4-oxo-4H-1-benzopyran-3 -carbonitrile acetate, mp 178°-180°C. the reaction to warm to room temperature The mixture was evaporated in vacuo the residue was triturated with ethanol filtered to give 23.3 g of crude material Recrystallization of this solid from absolute ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 8.85 g of 2,4-dihydroxybenzoyl acetonitrile, 25 ml of pyridine and 15 g of succinic anhydride was stirred at room temperature overnight. The next morning the solid was filtered and recrystallized from methanol, mp 300°-301° C. The next morning the solid was filtered recrystallized from methanol, mp 300°-301° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 5 g of 2,4-dihydroxybenzoyl acetonitrile, 15 ml of pyridine and 7.5 ml of acetic anhydride was left overnight at room temperature. The next morning the crystals were filtered and recrystallized from ethanol, mp 140°-141° C. The next morning the crystals were filtered recrystallized from ethanol, mp 140°-141° C.