SYNTHESIS OF THIOLS BEARING PHOSPHONATE GROUPS

Abstract

Abstract Two phosphonated compounds bearing a mercaptan group have been prepared. These thiols are: HSCH2CO2 (CH2)2S(CH2)3PO(OEt)2 (I) and HS(CH2)3PO(OEt)2 (II). Both originate from diethyl allylphosphonate. (I) with mercaptoethanol and thioglycolic acid and (II) with thioacetic acid. (I) is obtained in two steps, firstly by addition of mercaptoethanol on diethyl allylphosphonate and secondly by esterification of the previous compound with thioglycolic acid (total yield 70%). In the same manner, (II) is obtained by addition of thioacetic acid followed by hydrolysis by KCN in methanol (total yield 90%).