By Tosio Kato

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Additional resources for On the Convergence of the Perturbation Method (Journal of the Faculty of Science, University of Tokyo. Section 1. Mathematics, Astronomy, Physics, Chemistry. vol. 6. part 3, pp. 145 - 226, March 31, 1951)

Example text

The halo amine salt or sodium aminoalkyl sulfate solution is dropped into boiling aqueous alkali, whence the imine is immediately steam-distilled out (304, 325, 1011, 1199, 3007, 3008, 3841). In continuous processes operated at 50-80 atmospheres and 220°-250°C, all EI may be produced in 4-10 seconds in 8 0 % yield (176, 1252, 2090). Ethylenimine is separable from mixtures by distillation as an azeotrope, preferably with hexane (725). Table 1-V presents results of preparations on aziridines and aziridinium salts by intramolecular displacements.

P. p. p. p. p. p. p. p. p. 100 25 90-100 — 45 40 120 — 240 120 270 10 60 300 (3 days ) 540 — c k c 100 0* 0 92 44 85 — 17" 90 56 61 c,h 60-66 79 551 252 551 250 247 251 251 1467 1467 47a, 1467 2538a 253 253 722b 1 J 1 h 0 f e d c b Th e á-glucosid e was used unles s otherwis e noted . Th e acylamin o substituen t is understoo d t o be on a deoxy carbo n atom , an d a 4,6-benzyliden e grou p presen t unles s otherwis e noted . As th e free epimine . TH F = tetrahydrofuran . N o benzyliden e grou p present .

P. p. 59°C gives the cw-2,3-diphenylaziridine; but n o conclusions could be drawn about the steric course of the reaction. -3-amino-2-butanol to raesO -2,3-dimethylaziridine, and D(+)-2,3-epoxybutane ( 1 6 ) via the L ( + ) erythro-zmino alcohol ( 1 7 ) to L(—)-2,3dimethylaziridine ( 1 8 ) . 2 , 27 INTRAMOLECULA R DISPLACEMEN T BY TH E AMIN O GROU P Me Ç Me H S0 2 4 -03S0 Me Ç V Ç base I X NH + H^^M e 3 Ç 16 17 Ç 18 This inversion during the cyclization was immediately confirmed when cyclohexenimine was obtained from i//-/m^-2-aminocyclohexyl hydrogen sulfate but not from i//-m-2-chlorocyclohexylamine, in which intramolecular displacement of the chlorine with inversion would generate only the sterically impossible ira/w-cyclohexenimine (2813, 2820, 3456, 3463, 3817).

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