Acetic Anhydride → 3-Methylpyridine-2-carbonitrile

A 11.53 g (120 mmol) of 2-pyrimidone and 12.14 g (120 mmol) of triethylamine were dissolved in 50 ml of ethanol, and 11.23 g (110 mmol) of acetic anhydride was added dropwise thereto at 70° C. spending 1 hour. The reaction solution was cooled to room temperature and mixed with 8.31 g (100 mmol) of 2-oxobutyronitrile and 30.43 g (400 mmol) of ammonium acetate, and the resulting reaction solution was allowed to undergo the reaction at 80° C. for 4 hours. After completion of the reaction, this was cooled to room temperature, neutralized with 100 g (600 mmol) of 25% sodium hydroxide aqueous solution and then extracted twice with 40 ml of toluene. By concentrating the organic layer, 7.92 g (yield 67.1%) of the title compound was obtained (purity 99.1%, melting point 85-86° C.).

1. customthe resulting reaction solution
2. customthe reaction at 80° C. for 4 hours
3. customAfter completion of the reaction
4. temperaturethis was cooled to room temperature
5. extractionextracted twice with 40 ml of toluene
6. concentrationBy concentrating the organic layer

ORD-Eintrag

ord-01944558fa41460297422b0c7bcde15d

Quelldatensatz

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07723522B2