TH34832A - Process for acid preparation 0- (3-amino-2-hydroxy-pyrpropyl) - hydroxymethyl halide - Google Patents

Abstract

DC60 (15/06/41) This invention concerns a novel procedure for the preparation of O-(3-amino-2-hydroxy-propyl)-hydroxymic halide of formula (I) by reacting carboxamide oxime of formula (II), R1 of which is as stated above, with a reactive 3-amino-2-hydroxy-propane derivative, then diazotizing carboxamide oxime substituted at O obtained with sodium trite in the presence of hydrogen halide, decomposition of diazonium salts and, if desired, separation of the photoactive enantiomer and/or base reaction with organic or mineral acids in which the carboxamide The oxyme of formula (II) is reacted with the 3-hydroxyacetidinium salt of formula (III), where R2 and R3 are denoted above and Y is the anionic salt in low molecular weight alcohol, by selective ethanol intermediates containing water and alkalinized with alkali hydroxide and before diazotizing carboxamide, the oxyme intermediate is replaced at O. The resulting reaction mixture is neutralized and the organic solvent is removed. The procedure according to the invention yields compounds of formula (I) with higher yields compared to the previous method. This invention concerns a novel method for the preparation of acids. o-(3-amino-2-hydroxy-propyl)-hydroxymic halide of formula I is formed by reacting the carboxamide oxyme of formula (II) to (II), where R1 is defined above, with the reactive 3-amino-2-hydroxy-propane derivative, then diazo-sing carboxamide oxyme replaced at O with sodium trite in the presence of hydrogen halide, dissociation of the diazo-nium salt and, if desired, separation of the photoactive enantiomer and/or basal reaction with organic or mineral acids, in which the carboxamide oxyme of formula (II) is formed by reacting the 3-hydroxyacetidinium salt of formula (III), where R2 and R3 are defined above and Y is the anionic salt in low molecular weight alcohol, by choosing an ethanol intermediate. By selecting the presence of water and alkalinizing it with alkali hydroxide and before the diazotizing carboxamide osmosis, the substituted intermediate at O is obtained, the reaction mixture is neutralized and the organic solvent is removed. The invented process yields the compound of formula (I) with a higher yield compared to previous methods.

Claims (3)

1. The procedure for the preparation of the O-(3-amino-2-hydroxy-propyl)-hydroxymic halide of formula I, where R1 is phenyl, or pyridyl or thienyl, or substituted phenyl, where one or more substitutes may be halo and/or haloalky and/or nitro X is halo, R2 and R3 are linear or branched low molecular weight alkyls, independent of each other, or R2 and R3 are combined by nitrogen linkage to a saturated hexorocyclic group of 5 to 7 forms, which may have additional heteroatoms and may be substituted and acid-added salts and photoactive forms of them by carboxamide oxymide reaction of formula (II), where R1 is as described above, with 3-amino- derivatives. 2. 2-Hydroxy-Prypan, the reactive diazothizing carboxamide oxime, which is replaced at O, is obtained with sodium nitrite containing hydrogen halide, dissolution of the diasodium salt and, if a photoreactive and/or basic enantiomer is desired, obtained with an organic or mineral acid, in which the carboxamide oxime of formula (II) is reacted with the salt. 3. 3-hydroxyacetidinium of formula(III) in which R2 and R3 are delimited above and Y is the anionic salt in low molecular weight alcohols, by selecting an ethanol intermediate containing water and alkalinizing it with alkali hydroxide and before dissociating the dissociating carboxamide oxyintermediate at O, the resulting reaction mixture is neutralized and the organic solvent is removed (chemical formula).