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Highly fluorinated aromatic azides

机译:高度氟化的芳族叠氮化物

摘要

The invention comprises a compound of general formula R.N3, in which R represents a radical of formula C6F4X, where X is a group or atom inert to a nitrosyl-producing compound, for example a hydrogen, fluorine, chlorine, bromine or iodine atom or a hydroxy, alkoxy, alkyl, aryl, fluorinated alkyl, fluorinated aryl or nitro radical. The compound may be made by reacting a hydrazine of formula R.NH.NH2, with a compound capable of giving rise to a nitrosyl ion, for example nitrous acid (which may be generated by the action of a nonoxidizing mineral acid on a nitrite) preferably at a temperature not exceeding 10 DEG C., or a nitrosyl halide, or dinitrogen tetroxide. The products are useful intermediates. Thus 2-phenyltetrafluorophenyl azide is converted to tetrafluorocarbazole by U.V. light irradiation; 2 - isopropyl - tetrafluorophenyl azide is converted by U.V. light to 4,5,6,7-tetrafluoro-2,3-dihydro - 3 - methyl - indole which can be oxidized to 4,5,6,7-tetra-3-methyl indole; pentafluorophenyl azide is heated with acetylene in acetone to form 1-pentafluorophenyl triazole; pentafluorophenyl azide reacts with quinone under U.V. irradiation to form N-pentafluorophenylcycloiminobenzoquinone.
机译:本发明包括通式R.N3的化合物,其中R代表式C6F4X的基团,其中X是对产生亚硝酰基的化合物呈惰性的基团或原子,例如氢,氟,氯,溴或碘原子或羟基,烷氧基,烷基,芳基,氟化烷基,氟化芳基或硝基。该化合物可以通过使式R.NH.NH2的肼与能够产生亚硝酰基离子的化合物(例如亚硝酸)反应制得(可通过非氧化性无机酸在亚硝酸盐上的作用生成)优选在不超过10℃的温度下,或在亚硝酰卤或四氧化二氮下。该产物是有用的中间体。因此,2-苯基四氟苯基叠氮化物通过U.V转化为四氟咔唑。光照射; 2-异丙基-四氟苯基叠氮化物通过U.V转化。轻生成4,5,6,7-四氟-2,3-二氢-3-甲基-吲哚,可氧化成4,5,6,7-四-3-甲基吲哚;将五氟苯基叠氮化物与乙炔在丙酮中加热形成1-五氟苯基三唑;五氟苯基叠氮化物在紫外线下与醌反应辐射形成N-五氟苯基环亚氨基苯醌。

著录项

  • 公开/公告号GB1029733A

    专利类型

  • 公开/公告日1966-05-18

    原文格式PDF

  • 申请/专利号GB19620041920

  • 发明设计人

    申请日1962-11-06

  • 分类号C07D203/26;C07D209/08;C07D209/88;C07D249/06;

  • 国家 GB

  • 入库时间 2022-08-23 14:44:10

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