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D. Pitchfork order of those of { Ba(OH)z, showing that biguanide is an exceptionally strong organic base. 24 • 10-1~ Table 8. 001 0,959 ( A ~ = 234) 7. 1%; neutral molecule, none. C. S u r f a c e T e n s i o n Values of the surface tension of solutions of Paludrine as a function of concentration have been recorded (202). D. C h r o m a t o g r a p h y of Biguartides Biguanide is absorbed by cation exchange resins and is eluted therefrom with hydrochloric acid. 1,1-Dimethy]biguanide, absorbed on Amberlite CG-120 resin, may be eluted (508) with solutions of sodium and potassium dihydrogen phosphate.

G. ) are particularly reactive in this general synthesis of guanamines (699). : Jl NH II NH r o o m temp. : 100% ; 8hr temp. H,. SOsNa In reactions involving 1-substituted biguanides, the activating influence of negative groups is less effective, so that addition of a metal alkoxide may be necessary to ensure satisfactory yields of 2-substituted guanamines (609, 699). Disubstituted biguanides require vigorous conditions (609). g. halogen-esters (704), keto-esters (696), sulpho-esters (698)). a) Halogeno-Esters Haloesters have been particularly widely used (dSff, 599, 600, 602, 605, 606, 609) in this synthesis.

Continued reaction at room temperature slowly Melds 2-metoxycarbonylphenylguanamine (CXV) and is complete after six days. These experimental results were confirmed independently by Italian investigators (536). The structure of the labile intermediate compound "Y'" is uncertain. On the basis of its physical properties and chemical behaviour (which cannot be detailed here), possible formulations that were originally (485) considered included a six-membered bridged carbonyl-structure, as well as seven- or five-membered rings.

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