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Chapter 2
Synthesis of substituted pyrimidines via Wittig
The oily residue was dissolve in toluene (80 mL) and triphenyl phosphine
(30mmol) was added. The reaction mixture was heated at 115 o C for 3-4 h. After
completion of the reaction determined by TLC, the reaction mixture was cooled to
room temperature. The solid separated was filtered, washed with toluene and dried to
afford 90% yield.
General synthetic procedure for the Wittig reaction of pyrimidine yilde
and aldehyde using STTP as a base in aqueous media. (AW-01 to AW-20)
A mixture of pyrimidine phosphonium bromide ylide (INT-02, 1 mmol),
benzaldehyde (1.3 mmol), and Sodium tripolyphosphate (3 mmol) in water (20 mL)
was refluxed at 60-70 o C for 2-5 h. The progress of reaction was monitored by thin
layer chromatography. After completion, the reaction mixture was cooled to room
temperature, diluted with water (50 mL) and extracted with MDC (2x 50mL). The
organic layer was washed with water (2 x 50 mL), organic layer dried over sodium
sulfate and evaporated to dryness under vacuo. The residue was crystallized from
isopropyl alcohol to afford analytically pure products AW-01 to AW-20.
Department of Chemistry, Saurashtra university, Rajkot-360005 65