The Journal of Organic Chemistry

Multigram preparation of 2-alkylpyrimidines in the vapor phase from carboxylic acids and 1, 3-diaminopropane over a dual catalyst system

JW Hull Jr, K Otterson

Index: Hull, John W.; Otterson, Kari Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2925 - 2929

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Citation Number: 2

Abstract

2-Alkylpyrimidines 2 were obtained from cofeeding a carboxylic acid such as pivalic acid (3a) or propionic acid (3b) and 1, 3-diaminopropane (4) over first an alumina catalyst at 250- 290 OC and second a palladium dehydrogenation catalyst at 300-340" C to give 2 directly in 5648% overall yields. On the alumina bed, initial amidation of organic acid occurs to give the monoacyltrimethylenediamine 5, followed by ring closure to the tetrahydropyrimidine ...