Patent ID: 6465060
Filing Date: 2002-10-15
Classification: C07D,C09K

Abstract:
A tetrahydrothiophene derivative of the formula (I)R1â€”Xâ€”(A1â€”M1)aâ€”(A2â€”M2)bâ€”A3â€”Yâ€”Tâ€”Zâ€”R2â€ƒâ€ƒ(I) where the symbols and indices have the following meanings:T is undirected and is tetrahydrothiophene-2,5-diyl or tetrahydrothiophene-2,4-diyl R1 is hydrogen or a straight-chain or branched C1-20-alkyl or C2-20-alkenyl radical (with or without asymmetric carbon atoms), where a) one or two nonterminal CH2 groups may be replaced, independently of one another, by â€”Oâ€” or â€”C(&boxH;O)â€”, with the proviso that two adjacent CH2 groups cannot be replaced in the same way, and/or b) one CH2 group may be replaced by â€”Câ‰¡Câ€”, and/or c) one CH2 group may be replaced by â€”Si(CH3)2â€”, cyclopropane-1,2-diyl, cyclobutane-1,3-diyl, cyclopentane-1,4-diyl, bicyclo[1.1.1]pentane-1,3-diyl or cyclohexane-1,4-diyl, and/or d) one or more H atoms may be replaced by F and/or CN, e) in the case of a branched alkyl or alkenyl radical containing asymmetric carbon atoms, the asymmetric carbon atoms have â€”CH3, â€”OCH3, â€”CF3, F, CN and/or Cl as substituents or are incorporated into a 3- to 7-membered ring, in which, in addition, one or two non-adjacent CH2 groups may be replaced by â€”Oâ€” and one CH2 group non-adjacent to these groups may be replaced by â€”OC(&boxH;O)â€”; R2 is hydrogen or a straight-chain or branched alkyl radical (with or without asymmetric carbon atoms) having 1 to 20 carbon atoms, where one nonterminal CH2 group may be replaced by â€”Oâ€” or â€”OC(&boxH;O)â€” or â€”C(&boxH;O)Oâ€” and/or one or more H atoms may be replaced by F, with the provisos that a) the CH2 group attached to Z cannot be replaced by â€”Oâ€” when Z is â€”Oâ€”b) R2 can only be hydrogen when Z is a single bond and R1 is not hydrogen X is a single bond, â€”Oâ€”, OC(&boxH;O)â€”, â€”C(&boxH;O)Oâ€” or â€”OC(&boxH;O)Oâ€”Y is â€”OC(&boxH;O)â€”, â€”SC(&boxH;O)â€”, â€”OCH2â€” or â€”CH2CH2â€”Z is a single bond or â€”Oâ€”A1, A2 and A3 are undirected different and are each, independently of one another phenylene-1,4-diyl, unsubstituted or monosubstituted or disubstituted by CN or F, phenylene-1,3-diyl, unsubstituted or monosubstituted or disubstituted by CN or F, cyclohexane-1,4-diyl, in which one or two H atoms may be replaced, independently of one another, by CN, CH3 or F, 1-cyclohexene-1,4-diyl, in which one H atom may be replaced by F, 1-alkyl-1-silacyclohexane-1,4-diyl, pyridine-2,5-diyl, unsubstituted or monosubstituted by F, pyrimidine-2,5-diyl, unsubstituted or monosubstituted by F, thiophene-2,5-diyl or (1,3,4)-thiadiazol-2,5-diyl M1 and M2 are undirected and are each, independently of one another â€”OC(&boxH;O)â€”, â€”OCH2â€”, â€”CH2CH2â€”, â€”OC(&boxH;O)CH2CH2â€”, â€”OCH2CH2CH2â€”, â€”Câ‰¡Câ€”, â€”CH2CH2CH2CH2â€” or a single bond; a and b are each, independently of one another, 0 or 1.