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    • 51. 发明授权
    • Method for producing (2S,4R,9S)-octahydro-1H-indole-2-carboxylic acid and intermediate products therefor
    • (2S,4R,9S) - 八氢-1H-吲哚-2-羧酸及其中间产物的制备方法
    • US06559318B1
    • 2003-05-06
    • US09869651
    • 2002-02-05
    • Klaus EbelFrank OhlbachChristoph Nübling
    • Klaus EbelFrank OhlbachChristoph Nübling
    • C07D20904
    • C07D209/42
    • Described is a process for the preparation of (2S, 4R, 9S)-octahydro-1H-indole-2-carboxylic acid, comprising a) reacting a compound of the formula I (R1O)2CH—CH2—CH(OR2)2  I  wherein R1 and R2 may be the same or different and represent each a C1-4-alkyl group, with water in the presence of an acidic catalyst, b) subjecting the obtained 3,3-dialkoxypropionaldehyde of formula II (R2O)2CH—CH2—CHO  II  to a Henry-reaction with nitromethane, c) subjecting the obtained 4,4-dialkoxy-1-nitro-4-butanol of formula III (R1O)2CH—CH2—CHOH—CH2—NO2  III  to a dehydration d) converting the obtained nitroolefin IV with the aid of a Diels-Alder reaction into the corresponding trans-4-(2,2-dialkoxyethyl)-5-nitro-1-caclohexene V e) hydrogenating the obtained substance V into the corresponding trans-4-(2,2-dialkoxyethyl)-5-amino-1-cyclohexane VI f) subjecting the compound VI to a resolution of racemate and obtaining the (1S, 2R)-1-amino-2-(2,2-dialkoxyethyl)-cyclohexane VII in enantiomerically pure form by enzymatic racemate resolution, g) hydrolysing the obtained compound VII to the corresponding aldehyde VIII h) converting the obtained aldehyde into the corresponding nitrite IX by reaction with cyanide ions and i) saponifying this nitrile to the (2S, 4R, 9S)-octahydro-1H-indole-2-carboxylic acid.
    • 描述了制备(2S,4R,9S) - 八氢-1H-吲哚-2-羧酸的方法,该方法包括:a)使式Ⅰ化合物,其中R 1和R 2可以相同或不同, 在酸性催化剂存在下与水反应,b)将得到的式Ⅱ的3,3-二烷氧基丙醛与硝基甲烷进行亨利反应,c)将得到的4,4'-二烷氧基-1 式Ⅱ的硝基-4-丁醇脱水)将所得的硝基烯烃IV用Diels-Alder反应转化成相应的反式-4-(2,2-二烷氧基乙基)-5-硝基-1-环己烯Ve )将所得物质V氢化成相应的反式-4-(2,2-二烷氧基乙基)-5-氨基-1-环己烷VIf),使化合物VI拆分外消旋体,得到(1S,2R)-1- 氨基-2-(2,2-二烷氧基乙基) - 环己烷Ⅶ,通过酶促消旋物拆分的对映异构体纯形式,g)将获得的化合物VII水解成对应物 通过与氰化物离子反应将所得醛转化成相应的亚硝酸根IX,并且将该腈皂化成(2S,4R,9S) - 八氢-1H-吲哚-2-羧酸。
    • 58. 发明授权
    • Preparation of benzo[b]thiophenes
    • 苯并[b]噻吩的制备
    • US5292894A
    • 1994-03-08
    • US18499
    • 1993-02-17
    • Klaus EbelJuergen Schroeder
    • Klaus EbelJuergen Schroeder
    • C07C319/14C07C323/22C07D333/54
    • C07D333/54C07C319/14
    • A process for the preparation of benzo[b]thiophenes of the general formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 independently denote hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, nitro, cyano, halo, C.sub.1 -C.sub.4 alkylcarbonyl, benzoyl, C.sub.1 -C.sub.4 alkylcarbonylamino, benzoylamino,N-(C.sub.1 -C.sub.4 alkyl)phenylamino, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl, phenylsulfonyl, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.4 phenylalkyl and nitrobenzyl or R.sup.1 +R.sup.2 or R.sup.2 +R.sup.3 or R.sup.3 +R.sup.4 denote a butadienediyl chain optionally substituted by R.sup.1 to R.sup.4, in whicha) thiophenols of the general formula II ##STR2## in which the substituents R.sup.1 to R.sup.4 have the aforementioned meanings, are reacted with chloroacetaldehyde at a temperature ranging from 0.degree. to 150.degree. C. andb) the resulting (arylthio)acetaldehydes of the general formula III ##STR3## in which the substituents R.sup.1 to R.sup.4 have the aforementioned meanings, are cyclized by passing them into polyphosphoric acid or a mixture of phosphoric acid and phosphorus pentoxide at a temperature ranging from 100.degree. to 300.degree. C. and a pressure ranging from 0.001 to 1 bar.
    • 制备通式Ⅰ(I)的苯并[b]噻吩的方法,其中R 1,R 2,R 3,R 4独立地表示氢,C 1 -C 4烷基,C 1 -C 4烷氧基,C 1 -C 4卤代烷基, 硝基,氰基,卤素,C 1 -C 4烷基羰基,苯甲酰基,C 1 -C 4烷基羰基氨基,苯甲酰氨基,N-(C 1 -C 4烷基)苯基氨基,C 1 -C 4烷氧基羰基,C 1 -C 4烷基磺酰基,苯基磺酰基,氨基磺酰基,氨基羰基,C 1 -C 4苯基 并且硝基苄基或R 1 + R 2或R 2 + R 3或R 3 + R 4表示任选被R 1至R 4取代的亚乙二基链,其中a)通式II的苯硫酚(II),其中取代基R 1至R 4具有 上述含义与氯乙醛在0℃至150℃的温度下反应,和b)得到的通式III(III)的(芳硫基)乙醛其中取代基R 1至R 4具有上述含义 通过将它们聚合成多磷酸或磷酸和磷的戊氧基化合物的混合物而环化 在100℃至300℃的温度和0.001至1巴的压力范围内。
    • 59. 发明授权
    • Aminoalkylmelamines
    • 氨基烷基三聚氰胺
    • US4670558A
    • 1987-06-02
    • US788466
    • 1985-10-17
    • Klaus EbelWolfgang Reuther
    • Klaus EbelWolfgang Reuther
    • C07D251/70
    • C07D251/70Y02P20/55
    • Preparation of amidoalkylmelamines and aminoalkylmelamines of the formula I ##STR1## where R.sup.1 is an amidoalkyl group --(CH.sub.2).sub.n --NHZ or an aminoalkyl group --(CH.sub.2).sub.n --NH.sub.2, n is from 2 to 10, preferably from 2 to 6, Z is an amino protective group and R.sup.2 and R.sup.3 independently of one another are each hydrogen or have the same meanings as R.sup.1, are prepared by a process in which a chlorotriazine is reacted with a diamine of the formula H.sub.2 N--(CH.sub.2).sub.n --NHZ, where n and Z have the above meanings, to give an amidoalkylmelamine, and, if required, the group Z is eliminated.
    • 制备式I的酰氨基烷基三聚氰胺和氨基烷基三聚氰胺其中R1是酰氨基烷基 - (CH2)n-NHZ或氨基烷基 - (CH2)n-NH2,n为2-10,优选为2-6 Z是氨基保护基,R 2和R 3彼此独立地各自为氢或具有与R 1相同的含义,通过其中氯代三嗪与式H2N-(CH2)n- NHZ,其中n和Z具有上述含义,得到酰氨基烷基三聚氰胺,并且如果需要,除去基团Z。