ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Aminolysis of sucrose. V. The reaction between sucrose and aqueous ethanolamine solution

I. Ježo and I. Luzak

Slovak Academy of Sciences, Bratislava

Abstract: cf. CA 62, 5322f. The aminolysis of sucrose was carried out by heating (autoclave, 18 hrs.) 50 g. in 100 ml. H₂O and 61 g. ethanolamine in 150 ml. H₂O at higher temps. The mixt. was sepd. into 2 fractions and the following compds. were isolated and identified: ethylenediamine, b. 116-18°/745mm. [dipicrate m. 239-40° (H₂O); H₂PtCl₆ salt 252-3° (H₂O-EtOH); diacetyl deriv. m. 171-2° (benzene)]; 1-ethylpiperazine, b. 156°/747, n20D 1.4605, d20 1.0059 [picrate m. 255-7° (H₂O); tartrate m. 229-30° (H₂O)]; 2-methyl-4-(2-hydroxyethyl-1,4,5,6-tetrahydropyrazine, b. 116-18°/64, n20D 1.5039, d20 1.0319 [dipicrate m. 253° (H₂O); H₂PtCl₆ salt m. 226-7° (dil. EtOH)]; a mixt. of 1-(2-hydroxyethyl)-2-methyl 1,4,5,6-tetrahydropyrazine and 1-(2-hydroxyethyl)-2-methyl-2-imidazoline, b. 95-115°/0.01; 1-(2-hydroxyethyl)-2-methyl-2-imidazoline, b. 117-19°/0.01 [picrate m. 231-2° (H₂O); 0.5 H₂PtCl₆ salt 166° (dil. EtOH)]; 1,4-bis(hydroxyethyl)-2-methyl-1,4-dihydropyrazine, b. 116-22°/0.001, n20D 1.5214 [picrate m. 219-2° (H₂O)]; and a compd. C₁₁H₂₁N₃O₂, b. 125-7°/0.001, n20D 1.5327; picrate m. 240-1° (H₂O). The formation of these compds. was explained by the same reaction mechanism as the reaction of sucrose with aq. NH₃ solns. at higher temps.

Full paper in Portable Document Format: 1811a837.pdf (in Slovak)

Chemical Papers 18 (11) 837–851 (1964)