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    • 9. 发明公开
    • A production method for sulfamide
    • Verfahren zur Herstellung von Sulfamid。
    • EP0557122A1
    • 1993-08-25
    • EP93301235.3
    • 1993-02-19
    • SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD.
    • Sendo, YujiKii, MakotoNishitani, YasuhiroIrie, TadashiNishino, Yutaka
    • C07C307/04C07D207/26C07D207/12C07D501/04C07D477/00
    • C07D207/273C07C307/04C07D207/12C07D477/02C07D477/14C07D477/20C07D501/00C08L63/00Y02P20/55
    • The method for producing a sulfamide according to the present invention includes the step of reacting an alcohol and an oxycarbonylsulfamide compound in the presence of a trivalent phosphorus compound and an azodicarboxylic acid derivative. In one embodiment, the sulfamide is represented by Formula I, the alcohol is represented by Formula II, and the oxycarbonylsulfamide compound is represented by Formula III:

              R³NHSO₂NR¹R²   (I)


      wherein R¹ and R² are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, aryl, a heterocyclic group, and alkyl substituted with the heterocyclic group, respectively, said heterocyclic group being selected from the group consisting of pyranosyl, furanosyl, piperidinyl, pyrrolidinyl, an azetidinone ring, a cephem ring, a penem ring, and a carbapenem ring; R³ is selected from the group consisting of alkyl, alkenyl, alkynyl, aralkyl, a heterocyclic group, alkyl substituted with the heterocyclic group, and pyrrolidinyl-methyl, said heterocyclic group being selected from the group consisting of pyranosyl, furanosyl, piperidinyl, pyrrolidinyl, an azetidinone ring, a cephem ring, a penem ring, and a carbapenem ring;

              R³OH   (II)


      wherein R³ is defined as above;

              R⁴OOC-NHSO₂NR¹R²   (III)


      wherein R¹ and R² are defined as above; and R⁴ is a carboxy protecting group.
    • 根据本发明的磺酰胺的制备方法包括在三价磷化合物和偶氮二羧酸衍生物的存在下使醇和氧羰基磺酰胺化合物反应的步骤。 在一个实施方案中,磺酰胺由式I表示,醇由式II表示,氧羰基磺酰胺化合物由式III表示:R 3 NHSO 2 NR 1 R 2(I)其中R 1, R 2独立地选自氢,烷基,环烷基,烯基,炔基,芳烷基,芳基,杂环基和被杂环基取代的烷基,所述杂环基选自 吡喃糖基,哌啶基,吡咯烷基,氮杂环丁酮环,头孢烯环,青霉烯环和碳青霉烯环; R 3选自烷基,烯基,炔基,芳烷基,杂环基,被杂环基取代的烷基和吡咯烷基 - 甲基,所述杂环基选自吡喃糖基,呋喃糖基,哌啶基 吡咯烷基,氮杂环丁酮环,头孢烯环,青霉烯环和碳青霉烯环; R 3 OH(II)其中R 3如上定义; R 4 OOC-NHSO 2 NR R 2(III)其中R 1和R 2如上定义; R 4为羧基保护基。