GB858432A - Substituted para-aminophenols and their use as photographic developers - Google Patents

Abstract

The invention comprises N-substituted p-aminophenols of the general formula : <FORM:0858432/IV(b)/1> wherein R1 represents a hydrogen atom or an alkyl or hydroxyalkyl group containing 1 to 6 carbon atoms, R2 represents a hydroxyalkyl, carboxyalkyl, sulphoalkyl or sulphatoalkyl group containing 1 to 6 carbon atoms in the alkyl chain, and X represents a hydrogen atom or an alkyl or alkoxy group, and the salts of said compounds. The compounds have use as photographic developers(see Group XX). Example 1 describes the preparation of 5-(N-ethyl-N-d -hydroxybutylamino)-2-hydroxytoluene by reacting 5-ethylamino-2-hydroxytoluene with d -bromobutyl acetate, hydrolysing off the acetyl group from the product, and isolating the desired compound in the form of its salt with naphthalene-1, 5-disulphonic acid. In Example 8, the same salt is obtained by the action of p-nitrosophenol on 4-amino-3-methyl p N-ethyl-N-d -hydroxybutylaniline naphthalene-1, 5-disulphonate. Example 2 describes the preparation of 5-(N-ethyl - N - o - sulphobutylamino) - 2 - hydroxy-toluene by reacting 5-ethylamino-2-hydroxy-toluene with the sultone of 4-hydroxy-1-butane sulphonic acid. Example 3 describes the preparation of 5-(N-ethyl-N-d -sulphatobutyl-amino)-2-hydroxytoluene by treating the hydroxy compound of example 1 with chlorosulphonic acid. Example 4 describes the preparation of 5-(N, N- di-epsilonhydroxypentylamino)-2-hydroxyanisole by the action of nitrous acid on 4-amino-3-methoxy-N, N- di-(epsilonhydroxypentyl)-aniline. Example 7 describes the preparation of 5 (N-ethyl-N-o -carboxyhexylamino)-2-hydroxytoluene by reacting 5-ethylamino-2-hydroxytoluene with 7-bromoheptanoic acid. Specification 807,899 is referred to.