Method for preparing mercaptocarboxylic acids from...

C - Chemistry – Metallurgy – 07 – C

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C07C 323/52 (2006.01) C07C 319/04 (2006.01)

Patent

CA 2239100

Mercaptocarboxylic acid of formula (I) is prepared by reacting an unsaturated carboxylic acid of formula (II) with a hydrosulphide of formula ASH, wherein A is an alkali metal cation or a cation NR<3>R<4>R<5>R<6+>, where each of R<3> to R<6> is H or a hydrocarbon radical, or of formula Q(SH)2, wherein Q is an alkaline-earth metal cation, and acidifying the resulting reaction medium to give the desired compound (I). The reaction is performed with added H2S in addition to that provided by the neutralisation of acid (II). In particular, H2S is fed into the medium by direct external addition. H2S may also be prepared in situ by reacting the hydrosulphide with at least one acid fed into the medium. The compound (I) is produced with excellent selectivity. In formulae (I) and (II), R<1> is H or (a) and R<2> is H or CH3.

On prépare un acide mercaptocarboxylique de formule (I) en faisant réagir un acide carboxylique insaturé de formule (II) avec un sulfhydrate de formule ASH, A étant un cation de métal alcalin ou un cation NR3R4R5R6+ R3 à R6 représentant chacun H ou radical hydrocarboné, ou de formule Q(SH)2, Q étant un cation de métal alcalino- terreux, en acidifiant le milieu réactionnel résultant pour obtenir le composé (I) recherché. Selon la présente invention, on conduit Ia réaction avec un apport de H2S autre que celui apporté par la neutralisation de l'acide (II). En particulier, H2S est introduit dans le milieu par apport extérieur direct. On peut aussi produire H2S in situ par réaction du sulthydrate avec au moins un acide introduit dans le milieu. Le composé (I) est obtenu avec une très bonne sélectivité. Dans les formules (I) et (II), R1 = H ou (a); et R2 = H ou CH3.

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