脱水環化脱水素による2-アルキルピリミジン類の合成

概要

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Dehydrocyclization and dehydrogenation of trimethylenediamine and aldehyde to 2-alkylpyrimidine was studied on a Pt-Rh-Al_2O_3 catalyst in a stream of hydrogen gas at atomospheric pressure. The reaction was carried out between 290 and 410° in a flow system. The vapor of nonaqueous solvent (benzene or alcohols corresponding to the aldehyde) and nitrogen gas were examined as a diluent instead of water vapor which was used in a previous work. By the use of benzene and alcohol as a diluent, the yield of 2-alkylpyrimidine increased markedly to 48-81% without a decay in the catalyst activity. On the other hand, the decay was observed by the use of nitrogen gas as a diluent. Reaction conditions were also examined for the formation of 2-alkylpyrimidine from trimethylenediamine with alcohol, acid, or ester ; the principal product was 2-ethylpyrimidine from 3,3'-diaminodipropylamine induced by disproportionation of trimethylenediamine. Therefore, the desired product (2-alkylpyrimidine) could not be obtained in a good yield.
公益社団法人日本薬学会の論文
1977-04-25