| 摘要 |
Preparation of 4-aminobut-2-enolide compound (I) comprises: either reacting 4-haloacetic ester (II) with an amine compound (IIIa) to give a haloalkene ester compound (IVa); thermally cyclizing (IVa) in the presence of a solvent to give 4-amino-5H-furan-2-one compound (Va); and reacting (Va) with an alkyl compound (VIa); or reacting (II) with an alkane amine compound (IIIb) to give (IVb); thermally cyclizing (IVb) in the presence of a solvent to give 4-amino-5H-furan-2-one compound (Vb) and reacting (Vb) with an alkyl compound (VIc). Preparation of 4-aminobut-2-enolide compound of formula (I) comprises: either reacting 4-haloacetic ester of formula (Hal-CH 2-C(=O)-CH 2-C(=O)-O-R 2>) (II) with an amine compound of formula (NH 2R 1>) (IIIa) to give haloalkene ester compound of formula (Hal-CH 2-C(NH(R 1>))=CH-C(=O)-O-R 2>) (IVa); thermally cyclizing (IVa) in the presence of a solvent to give 4-amino-5H-furan-2-one compound of formula (Va); and reacting (Va) with an alkyl compound of formula (A-CH 2-L) (VIa); or reacting (II) with an alkane amine compound of formula (NH 2-CH 2-A) (IIIb) to give (IVb); thermally cyclizing (IVb) in the presence of a solvent to give 4-amino-5H-furan-2-one compound of formula (Vb) and reacting (Vb) with an alkyl compound of formula (R 1>-L) (VIc). A : pyrid-2-yl, pyrid-4-yl or pyrid-3-yl (all optionally substituted by F, Cl, Br, CH 3, CF 3or CF 3O (at sixth position)), pyridazin-3-yl (optionally substituted by Cl or CH 3(at sixth position)), pyrazin-3-yl, 2-chloropyrazin-5-yl or 1,3-thiazol-5-yl (all optionally substituted by Cl or CH 3(at second position)), pyrimidinyl, pyrazolyl, thiophenyl, oxazolyl, isoxazolyl, 1,2,4-oxadiazolyl, isothiazolyl, 1,2,4-triazolyl or 1,2,5-thiadiazolyl (all optionally substituted by F, Cl, Br, CN or NO 2) or 1-4C-alkyl, 1-3C-alkylthio or 1-3C-alkylsulfonyl (all optionally substituted by F and/or Cl) or a substituted pyridine moiety of formula (A1); X : halo, alkyl or haloalkyl; Y 1>halo, alkyl, haloalkyl, haloalkoxy, azido- or cyano-group; R 1>alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, halocycloalkyl, alkoxy, alkoxyalkyl, halocycloalkylalkyl or arylalkyl; R 2>1-12C-alkyl, 5-8C-aryl or 5-8C-arylalkyl, preferably CH 3or C 2H 5; L : leaving group; and Hal : Cl (preferred), Br or I. Independent claims are included for: (1) the preparation of haloalkene ester compound (IVa) or (IVb) comprises reacting (II) either with (IIIa) to give (IVa), or with (IIIb) to give (IVb); and (2) the haloalkene ester compound (IVa) or (IVb). [Image] [Image] - ACTIVITY : Insecticide. - MECHANISM OF ACTION : None given.
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