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    • 4. 发明授权
    • Process for producing indoline derivative
    • 二氢吲哚衍生物的制备方法
    • US4280958A
    • 1981-07-28
    • US81487
    • 1979-10-03
    • Yoshiki NakayamaYasushi HiguchiChihiro Yazawa
    • Yoshiki NakayamaYasushi HiguchiChihiro Yazawa
    • C07D209/08C07D209/10C07D209/12C07D405/06
    • C07D209/12C07D209/08
    • An indoline derivative having the formula ##STR1## is produced by a cyclization of 2-halogenophenethylamine having the formula ##STR2## wherein R.sub.1 represents a hydrogen atom or a lower alkyl, a lower alkoxyl, nitro or hydroxyl group; R.sub.2 represents a hydrogen atom or a lower alkoxyl or nitro group; and R.sub.3 represents a hydrogen atom, a lower alkyl, a substituted lower alkyl or a substituted amino group; and X represents a halogen atom in the presence of a copper type catalyst and an amine which is selected from the group consisting of (1) compounds having the formulaR.sub.3-n NH.sub.nwherein R represents a C.sub.1-16 alkyl group or C.sub.1-8 alkoxy group; n is 0 to 2 and R can be the same or different in the case of n is 1 or 0; (2) compounds having the formulaH.sub.2 N(CH.sub.2).sub.n NH andH.sub.2 N(CH.sub.2).sub.n NH(CH.sub.2).sub.n NH.sub.2wherein n is an integer of 2 to 6; (3) compounds having the formula ##STR3## wherein R and R' are the same or different and respectively hydrogen atom, a C.sub.1-4 alkyl group; n is 0 to 2; and R" represents a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 alkoxy group; and (4) compounds having the formula ##STR4## wherein R represents a hydrogen atom, a C.sub.1-4 alkyl group; A represents O or NH; n is 2 to 5.
    • 具有式“IMAGE”的二氢吲哚衍生物是通过下式得到的具有式(I)的2-卤代苯乙胺的环化法,其中R1表示氢原子或低级烷基,低级烷氧基,硝基或羟基; R2表示氢原子或低级烷氧基或硝基; 并且R 3表示氢原子,低级烷基,取代的低级烷基或取代的氨基; X表示卤素原子,在铜型催化剂和胺的存在下,选自(1)具有式R3-nNHn的化合物,其中R表示C1-16烷基或C1-8烷氧基 ; n为0〜2,在n为1或0的情况下,R可以相同或不同; (2)具有式H2N(CH2)nNH和H2N(CH2)nNH(CH2)nNH2的化合物,其中n为2至6的整数; (3)具有式“IMAGE”的化合物,其中R和R'分别相同或不同,分别为氢原子,C1-4烷基; n为0〜2; R“表示氢原子,卤素原子,C 1-4烷基或C 1-4烷氧基; 和(4)具有式 的化合物,其中R表示氢原子,C1-4烷基; A表示O或NH; n为2〜5。
    • 7. 发明授权
    • Process for producing phenoxyalkene derivative
    • 苯氧基衍生物的制备方法
    • US4267317A
    • 1981-05-12
    • US84161
    • 1979-10-12
    • Wataro KoikeTadashi SasugaChihiro Yazawa
    • Wataro KoikeTadashi SasugaChihiro Yazawa
    • A01N39/02A01N43/40C07C43/23C07C43/29C07C43/295C07C59/58C07C59/68C07C69/712C07C69/736C07C233/02C07C235/02C07C255/53C07C327/22C07D213/63C07D213/64C07D213/643C07C69/76C07C59/48C07C69/767
    • C07D213/643C07C327/00C07C43/23C07C59/68
    • A phenoxyalkene derivative having the formula ##STR1## wherein R represents a hydrogen atom, ##STR2## and Y and Z are the same or different and respectively represent a hydrogen atom, trifluoromethyl group, a halogen atom, a lower alkyl group, nitro group or cyano group; R.sub.1 represents a hydrogen atom or a lower alkyl group and R.sub.2 represents carboxyl, hydroxymethyl, allyloxycarbonyl, a lower alkoxycarbonyl, a lower haloalkoxycarbonyl, a S-lower alkylthiocarbonyl, carbamoyl, a N-lower alkylcarbamoyl or a N-phenylcarbamoyl group is produced by reacting a phenol compound having the formula ##STR3## with a dihalogen compound having the formula ##STR4## wherein R, R.sub.1 and R.sub.2 are defined above and X.sub.1 represents a halogen atom and X.sub.2 and X.sub.3 are different and respectively represent a hydrogen atom or a halogen atom, by a simultaneous reaction of an etherification and an unsaturated double bond formation, in the presence of a dehydrogenhalide agent and a polar solvent or a combination of a nonpolar solvent and a quaternary ammonium salt or a quaternary phosphonium salt.
    • 具有下式的苯氧基烯衍生物(III)其中R表示氢原子,Y和Z和Y和Z相同或不同,分别表示氢原子,三氟甲基,卤素原子,低级烷基, 硝基或氰基; R1表示氢原子或低级烷基,R2表示羧基,羟甲基,烯丙氧基羰基,低级烷氧基羰基,低级卤代烷氧基羰基,S-低级烷硫基羰基,氨基甲酰基,N-低级烷基氨基甲酰基或N-苯基氨基甲酰基, 具有式(I)的酚化合物与具有式“IMAGE”的二卤素化合物,其中R,R 1和R 2如上所定义,X 1表示卤素原子,X 2和X 3分别表示氢原子或 卤素原子,通过醚化和不饱和双键形成的同时反应,在脱卤化物剂和极性溶剂或非极性溶剂和季铵盐或季鏻盐的组合的存在下进行。