5-benzyloxy-2-nitrophenylacetonitrile | 15566-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-benzyloxy-2-nitrophenylacetonitrile
• 英文别名: (5-benzyloxy-2-nitrophenyl)acetonitrile；2-nitro-5-benzyloxyphenylacetonitrile；2-nitro 5-benzyloxyphenylacetonitrile；(5-(Benzyloxy)-2-nitrophenyl)acetonitrile；2-(2-nitro-5-phenylmethoxyphenyl)acetonitrile
• CAS: 15566-30-0
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: JCTUYIRMAKCNKF-UHFFFAOYSA-N

物化性质

• 熔点：
  110 °C
• 沸点：
  468.6±35.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  78.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzyloxy-2-nitrophenylacetonitrile 在 platinum(IV) oxide 18-冠醚-6 、 氢气 、 二异丁基氢化铝 、 potassium carbonate 作用下， 以 乙醇 、 乙酸乙酯 、 乙腈 、 苯 为溶剂， 反应 13.5h， 生成 3-甲基-5-苯甲氧基-1H-吲哚
  参考文献：
  名称：

  An Improved Synthesis of 3-Methyl-5-hydroxy Protected Indoles

  摘要：

  The synthesis of 3-methyl-5-alkoxy indoles 14 and 15 was accomplished through the use of DIBALH to effect the reductive-cyclization of an amino-nitrile intermediate. The mild conditions used to induce cyclization allowed for the use of a benzyl protecting groups which is normally sensitive to palladium catalyzed reducing conditions.

  DOI：

  10.1080/00397919408011306
• 作为产物：
  描述：

  4-苄氧基-1-硝基苯 、 4-氯苯氧基乙腈 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以67%的产率得到5-benzyloxy-2-nitrophenylacetonitrile
  参考文献：
  名称：

  Makosza, Mieczyslaw; Danikiewicz, Witold; Wojciechowski, Krzysztof, Liebigs Annalen der Chemie, 1988, p. 203 - 208

  摘要：

  DOI：

文献信息

• 3-substituted para-aminophenols
  申请人：L'Oreal

  公开号：US05703266A1

  公开（公告）日：1997-12-30

  The invention concerns the use of a 3-substituted para-aminophenol as an oxidation dye precursor for dyeing keratinous fibres, in particular human hair. The 3-substituted para-aminophenol has formula: ##STR1## where R.sub.1 represents alkyl, alkenyl, mono- or polyhydroxyalkyl, nitrile, cyanoalkyl, halogenoalkyl, aminoalkyl or alkoxyalkyl and R.sub.2 represents hydrogen, alkyl or mono- or polyhydroxyalkyl, provided that when R.sub.2 is hydrogen R.sub.1 is not methyl or trifluoromethyl, and to addition salts thereof with an acid. The invention also concerns dye compositions containing compound (I). The invention further concerns novel 3-substituted para-aminophenols.

  该发明涉及将3-取代对氨基酚用作染色角质纤维的氧化染料前体，特别是人类头发。3-取代对氨基酚的化学式为：其中R.sub.1代表烷基、烯基、单或多羟基烷基、腈、氰基烷基、卤代烷基、氨基烷基或烷氧基烷基，R.sub.2代表氢、烷基或单或多羟基烷基，前提是当R.sub.2为氢时，R.sub.1不是甲基或三氟甲基，并且与酸的盐也包括在内。该发明还涉及含有化合物(I)的染料组合物。该发明还涉及新型的3-取代对氨基酚。
• Process for dyeing keratin fibres with a monohydroxyindole associated
  申请人：L'Oreal

  公开号：US05034015A1

  公开（公告）日：1991-07-23

  Process for dyeing keratin fibres consisting in applying on these fibres a composition (A) containing at least one indole colorant of formula: ##STR1## where R.sub.1 =H or C.sub.1 -C.sub.4 alkyl; R.sub.2 and R.sub.3, which may be identical or different, denote H, C.sub.1 -C.sub.4 alkyl, carboxyl or alkoxycarbonyl; or a salt or a precursor of a compound (I), associated, either with iodide ions, or with H.sub.2 O.sub.2 ; application of composition (A) being preceded or followed by the application of a compound (B) which contains, either H.sub.2 O.sub.2 at a pH of 2 to 12 when (A) contains iodide ions, or iodide ions at a pH of 2 to 11 when (A) contains H.sub.2 O.sub.2. This process allows particularly powerful and resistant dyes to be made.

  将角蛋白纤维染色的过程包括在这些纤维上施加一种含有至少一种吲哚染料的组合物（A）的步骤，该染料的化学式为：其中R.sub.1 =H或C.sub.1 -C.sub.4烷基；R.sub.2和R.sub.3，可能相同也可能不同，表示H、C.sub.1 -C.sub.4烷基、羧基或烷氧羰基；或者与碘化物离子或H.sub.2 O.sub.2关联的化合物（I）的盐或前体；在施加组合物（A）之前或之后，施加含有化合物（B）的步骤，该化合物（B）包含H.sub.2 O.sub.2，当（A）含有碘化物离子时pH为2至12，或者在pH为2至11时含有碘化物离子，当（A）含有H.sub.2 O.sub.2时。这个过程可以制造出特别强效和耐用的染料。
• Sulfuric Acid Mediated Heterocyclization of ortho-Cyanomethylnitroarenes to Benzo[c]isoxazoles and Fused Benzo[c]isoxazoles
  作者：Mehdi Bakavoli、Mehdi Pordel、Mohammad Rahimizadeh、Pooneh Jahandari、Esmaeel Rezaei Seresht

  DOI：10.3987/com-07-11148

  日期：——

  The vicarious nucleophilic substitution of hydrogen (VNS) is used as the key step to convert substituted 5-nitrobenzimidazoles 1a-b into their ortho-cyanomethyl derivatives 2a-b. Conc. sulfuric acid mediated heterocyclization of these intermediates gave the novel 3H-imidazo[4',5':3,4]benzo[c]isoxazole-8-carboxamides 3a-b. To generalize this synthetic strategy for benzo[c]isoxazoles syntheses, the VNS products of para-substituted nitrobenzene 4a-d were successfully converted to the new benzo[c]isoxazoles derivatives 5a-d.
• US2875212
  申请人：——

  公开号：——

  公开（公告）日：——
• Transformations of o-nitroarylallyl carbanions. Synthesis of quinoline N-oxides and N-hydroxyindoles.
  作者：Zbigniew Wróbel、Mieczysawa̧ Ma̧kosza

  DOI：10.1016/s0040-4020(01)82380-2

  日期：1993.6

  Nitriles and esters of 2-(o-nitroaryl)crotonic acids are converted under basic conditions into substituted quinoline N-oxides, N-hydroxyindoles and N-hydroxy-2-hydroxymethyl indoles. Factors governing the reaction course and mechanistic pathways are discussed.