接触還元アミノ化反応に関する研究-5-
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概要
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The R-A reactions have been carried out on carbonyl compounds, such as glyoxal, pyruvaldehyde (methylglyoxal), acetoin, and acetol acetate, in the presence of ammonia yielded 85% of imidazole (mp 88-90°C) as a main product from glyoxal and large amount of ethylene glycol as a neutral by-product. About the same yield of imidazole was obtained by mere heating of a mixture of glyoxal and aqueous ammonia. The velocity of formation of imidazole is considered to be faster than the reduction of glyoxal itself. In case of methylglyoxal, there, was no formation of such imidazole derivatives and the wain reaction was the formation of dialkanolamine which was considered to be produced from deamination of 2-aminopropanol and isopropanolamine in the first step of reaction and the yield was 36% and the yield of propyleneglycol as a neutral substance was 33%. In case of using acetoin as a raw material, the main product was butyldiamine-2, 3 with 44% yield, followed by 24% yield of 2, 3, 5, 6-tetramethylpiperazine, and 10% of 2-amino-3-hydroxybutane. In case of using acetol acetate as a raw material, the yield of products were 45% dipropanolamine-O-acetate, NH[CH(CH<SUB>3</SUB>)-CH<SUB>2</SUB>0Ac]<SUB>2</SUB>, 19% 2, 6-dimethylpiperazine. and a high boiling polymer.
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