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    • 3. 发明授权
    • 5-amino-1-hydroximoyl pyrazoles
    • 5-氨基-1-亚卡西酰吡唑
    • US5336780A
    • 1994-08-09
    • US36962
    • 1993-03-25
    • Klaus KirschkeGerhard LutzeErnst SchmitzErich Wolff
    • Klaus KirschkeGerhard LutzeErnst SchmitzErich Wolff
    • C07D487/04C07D231/38
    • C07D487/04
    • Pyrazolo[5,1-c][1,2,4]triazoles of the general formula I ##STR1## in which R.sup.1 and R.sup.2 represent alkyl, cycloalkyl, aralkyl, aryl, alkoxy or heterocyclic radicals, R.sup.3 is hydrogen, halogen or an alkyl, cycloalkyl, aralkyl, aryl or heterocyclic radical bonded via a hetero atom, wherein R.sup.2 and R.sup.3 may be closed to form a ring, and R.sup.4 is hydrogen or an acyl radical, are prepared from 3(5)-amino-pyrazoles of the general formula II ##STR2## in which R.sup.2 and R.sup.3 have the abovementioned meaning, by reaction with a hydroximoyl halide of the general formula III ##STR3## in which R.sup.1 has the abovementioned meaning and X represents chlorine or bromine, in the presence of a tertiary base to give a 5-amino-1-hydroximoyl-pyrazole, subsequent reaction with an aliphatic or aromatic sulphonyl chloride in the presence of a tertiary base to give an O-sulphonated 5-amino-1-hydroximoyl-pyrazole, acylation to give an O-sulphonated 5-acylamino-1-hydroximoyl-pyrazole or 5-bisacylamino-1-hydroximoyl-pyrazole and then treatment with bases. The optionally O-sulphonated 5-amino-1-hydroximoyl-pyrazoles or O-sulphonated 5-acylamino- and 5-bisacylamino-1-hydroximoyl-pyrazoles are new valuable intermediates for the synthesis of pyrazolo[5,1-c][1,2,4]-triazoles.
    • 吡唑并[5,1-c] [1,2,4]三唑,其中R 1和R 2代表烷基,环烷基,芳烷基,芳基,烷氧基或杂环基,R 3是氢,卤素或 通过杂原子键合的烷基,环烷基,芳烷基,芳基或杂环基,其中R2和R3可以被封闭以形成环,并且R 4是氢或酰基,由3(5) - 氨基 - 吡唑 通式II的化合物II其中R 2和R 3具有上述含义,通过与其中R 1具有上述含义并且X表示氯或溴的通式III的肟酰卤进行反应, 的叔碱,得到5-氨基-1-羟甲酰基 - 吡唑,随后在叔碱存在下与脂族或芳族磺酰氯反应,得到O-磺化的5-氨基-1-羟基酰亚胺 - 吡唑,酰化 得到O-磺化的5-酰基氨基-1-羟基亚胺酰基 - 吡唑或5-双酰基氨基-1-亚甲酰基 - 吡唑, d然后用碱处理。 任选O-磺化的5-氨基-1-羟甲酰 - 吡唑或O-磺化的5-酰基氨基 - 和5-双酰基氨基-1-羟基亚氨酰 - 吡唑是合成吡唑并[5,1-c] [1 ,2,4] - 三唑。