Diaziridines 3.3- dialkyl

Diaziridine, 3-benzyl-1,3-dimethyl-inversion, 7, 7 Diaziridine, 1,2-dialkyl-reaction with iodides, 7, 217 thermal decomposition, 7, 217 Diaziridine, dibenzoyl-rearrangement, 7, 214 Diaziridine, 3,3-dimethyl-Raman spectra, 7, 202 Diaziridine, fluoro-synthesis, 7, 232 Diaziridines acylation, 7, 213 from azomethines, 7, 231 calculations, 7, 198 from chloramine, 7, 230 cycloaddition reactions, 7, 28 electron diffraction, 7, 19 199 c/s-fused NMR, 7, 201 hydrolysis, 7, 216 inversion stability, 7, 200... 

Diaziridines are weak bases, They can be extracted from organic solvents with aqueous mineral acids. With increasing number and chain length of alkyl substituents the solubility in aqueous mineral acids decreases. l-MethyI-2-n-butyl-3-hexyldiaziridine is soluble only in concentrated hydrochloric acid. Stable oxalates can in some cases be prepared from 1-aIkyI-diaziridines (43). The salts are stable indefinitely and by the action of alkali the diaziridines can be recovered. Diaziridines dialkylated on nitrogen (44) are hardly capable of salt... 

For the characterization of 1,3-dialkyl-diaziridines, derivatives can be prepared with phenyl isocyanate. The reaction products (47) are... 

Trialkyl-diaziridines (e.g. 51) react with phenyl isocyanate with the same ease as the 1,3-dialkyl analogs. However, the compounds which result from the components in ratio 1 1 are not oxidizing agents and thus are not diaziridines. ... 

Dialkyl-diaziridines are not attacked by lithium aluminum hydride l,2-di-n-butyl-3-n-propyldiaziridine (60) was recovered in 80% yield after treatment with lithium aluminum hydride in boiling ether. A preparative separation of 34 and 3,4-dihydroisoquinoline is possible by treating the mixture with lithium aluminum hydride when compound 34 is unattackcd. ... 

The hydrolysis of 1,2-dialkyl-diaziridines to A,A -dialkyl hydrazines is equally possible. Di-n-butylhydrazine is produced from 1,2-di-n-butyl-3-n-propyldiaziridine (60) (Eq, (48)]. ... 

Dialkyl-diaziridines (35) possess a considerable reducing pow er they are dehydrogenated by yellow mercuric oxide or alkaline perm s. R. Paulsen, Angcw. Chern. 72, 781 (1960). 

The addition of 3,3-dialkyl-, 1,3-dialkyl-, and 1,3,3-trialkyldiaziridines to DEAD and EPP gives, generally, adducts in which the diaziridine ring is no longer intact.61... 

Acylation yields products retaining the three-membered ring only if the diaziridine is derived from an aldehyde. 3,3-Dialkyl-diaziridines... 

The end-product from synthesis of a diaziridine and its fission to alkylhydrazine is the same as is obtained by direct treatment of an amine with chloramine or hydroxylamine-O-sulfonic acid, as the carbonyl component of the Schiff base is recovered however, the detour through the diaziridine is worthwhile because in the direct reaction a considerable excess of the amine must be used to suppress further reaction of the alkylhydrazine product with the animating agent, whereas the diaziridines are unaffected thereby moreover, the diaziridine route is more widely applicable. Even further, the diaziridine route avoids both the requirement for an excess of alkali and the production of the hydrazine as a very dilute aqueous solution, both of which characterize the direct reaction. Indeed it provides an effective and generally applicable synthesis of mono-284,285 and 1,1-dialkyl-hydrazines.286... 

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