Process for preparing carboxyalkyl-substituted hydroxylamine

Abstract

A process for preparing a carboxyalkyl-substituted hydroxylamine represented by formula (I) ##STR1## where L represents an alkylene group; A represents a hydrogen atom, a sulfo group, a carboxy group, a phosphono group, a trialkylammonio group, a hydroxy group, an amino group, an acyl group, a carbamoyl group, a sulfamoyl group, an alkoxycarbonyl group, or a cyano group; and R.sub.1, R.sub.2, and R.sub.3, which may be the same or different, each represent a hydrogen atom, an alkyl group, or an aryl group; which comprises: reacting an .alpha.,.beta.-unsaturated carboxylic acid represented by formula (II) as an alkylating agent ##STR2## where R'.sub.1, R'.sub.2, and R'.sub.3, which may be the same or different, each represent the same group as defined for R.sub.1, R.sub.2, and R.sub.3, with a hydroxylamine of the formula HO--NH--R', where R' represents a hydrogen atom or an alkyl group which may be substituted with a sulfo group, a carboxy group, a phosphono group, a trialkylammonio group, a hydroxy group, an amino group, an acyl group, a carbamoyl group, a sulfamoyl group, an alkoxycarbonyl group, or a cyano group, in the presence of a solvent comprising: (a): (i) an organic polar solvent alone or (ii) a solvent mixture of water and an organic polar solvent when A is a sulfo group, a carboxy group, a phosphono group, or a trialkylammonio group; or (b): (i) water alone, (ii) an organic polar solvent alone, or (iii) a solvent mixture of water with an organic polar solvent when A is a hydrogen atom, a hydroxy group, an amino group, an acyl carbamoyl group, a sulfamoyl group, an alkoxy group, or a cyano group.