2-(5-氯-1-氧代-2H-苯并三唑-2-基)-4,6-二(1,1-二甲基乙基)-苯酚 | 94102-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(5-氯-1-氧代-2H-苯并三唑-2-基)-4,6-二(1,1-二甲基乙基)-苯酚
• 英文名称: 2-(5-chloro-1-oxido-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)phenol
• 英文别名: 2-(2'-hydroxy-3',5'-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxide；2-(2-hydroxy-3,5-di-t-butylphenyl)-5-chlorobenzotriazole-N-oxide；2,4-ditert-butyl-6-(5-chloro-1-oxidobenzotriazol-1-ium-2-yl)phenol
• CAS: 94102-13-3
• 化学式: C₂₀H₂₄ClN₃O₂
• 分子量: 373.882
• InChiKey: KKHUPQJJNOFIJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  仲丁醇 、 2-(5-氯-1-氧代-2H-苯并三唑-2-基)-4,6-二(1,1-二甲基乙基)-苯酚 在 aluminum nickel 三正丁胺 作用下， 以 水 、 氢气 、 甲苯 为溶剂， 以79.2%的产率得到紫外线吸收剂 UV-327
  参考文献：
  名称：

  Method of preparing 2-phenyl benezothriazoles

  摘要：

  一种制备由式I表示的2-苯基苯并三氮唑的方法：##STR1##（其中R.sub.1表示氢原子或氯原子，具有1至4个碳原子的低碳链基，具有1至4个碳原子的低碳氧基，羧基或磺酸基；R.sub.2表示氢原子或氯原子，具有1至4个碳原子的低碳链基或具有1至4个碳原子的低碳氧基；R.sub.3表示氢原子或氯原子，具有1至12个碳原子的烷基，具有1至4个碳原子的低碳氧基，苯基，被具有1至8个碳原子的烷基取代的苯基，苯氧基或具有1至4个碳原子的烷基部分的苯基烷基；R.sub.4表示氢原子或氯原子，羟基或具有1至4个碳原子的烷氧基；R.sub.5表示氢原子，具有1至12个碳原子的烷基或具有1至4个碳原子的烷基部分的苯基烷基）包括用氢还原由式II表示的2-苯基苯并三氮唑-N-氧化物：##STR2##（其中R.sub.1、R.sub.2、R.sub.3、R.sub.4和R.sub.5分别与式I中相同）。

  公开号：

  US05104992A1
• 作为产物：
  描述：

  2,4-Di-tert-butyl-6-[2-(5-chloro-2-nitrophenyl)hydrazinylidene]cyclohexa-2,4-dien-1-one 在 lithium perchlorate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以85%的产率得到2-(5-氯-1-氧代-2H-苯并三唑-2-基)-4,6-二(1,1-二甲基乙基)-苯酚
  参考文献：
  名称：

  Electrochemical Synthesis of 2-Aryl-2H-benzotriazoles and Their N-Oxides by Controlled Potential Cathodic Electrolysis

  摘要：

  DOI：

  10.3987/com-99-8824

文献信息

• Method for preparing 2-phenylbenzotriazoles
  申请人：Chemipro Kasei Kaisha, Ltd.

  公开号：US04943637A1

  公开（公告）日：1990-07-24

  This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxy group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxy group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxy group having a carbon number of 1 to 4; and R.sub.5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, ##STR2## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with at least one selected from the group consisting of primary and secondary alcohol reducing agents in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as defined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, ##STR3## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 0.4 to 0.7 mole primary alcohol and/or 0.8 to 1.4 mole secondary alcohol in the presence of an aromatic ketone catalyst and base.

  这项发明涉及一种制备式I的2-苯基苯并三唑的方法，其中R₁代表氢原子或氯原子，具有1到4个碳原子的低烷基基团，具有1到4个碳原子的低烷氧基团，羧基或磺酸基；R₂代表氢原子或氯原子，具有1到4个碳原子的低烷基基团，或具有1到4个碳原子的低烷氧基团；R₃代表氢原子或氯原子，具有1到12个碳原子的烷基基团，具有1到4个碳原子的低烷氧基团，苯基，带有1到8个碳原子的烷基基团取代的苯基，苯氧基，或苯基烷基基团，其烷基部分具有1到4个碳原子；R₄代表氢原子或氯原子，羟基，或具有1到4个碳原子的低烷氧基团；R₅代表氢原子，具有1到12个碳原子的烷基基团，或苯基烷基基团，其烷基部分具有1到4个碳原子的烷基基团。该方法包括在芳香酮催化剂和碱存在下，用来自主要和次要醇还原剂组成的群体中至少一种，还原式III的o-硝基偶氮苯，其中R₁、R₂、R₃、R₄和R₅如上所定义。这项发明还涉及一种制备上述定义的式I的2-苯基苯并三唑的方法，其中包括在芳香酮催化剂和碱存在下，用0.4到0.7摩尔主要醇和/或0.8到1.4摩尔次要醇还原1摩尔的式II的2-苯基苯并三唑-N-氧化物，其中R₁、R₂、R₃、R₄和R₅如上所定义。这项发明还涉及一种制备上述定义的式II的2-苯基苯并三唑-N-氧化物的方法，其中包括在芳香酮催化剂和碱存在下，用0.4到0.7摩尔主要醇和/或0.8到1.4摩尔次要醇还原1摩尔的式III的o-硝基偶氮苯，如上所定义。
• Method for preparing 2-phenylbenzotriazoles and
  申请人：Chemipro Kasei Kaisha, Ltd.

  公开号：US04780541A1

  公开（公告）日：1988-10-25

  This invention relates to a method for preparing a 2-phenylbenzotriazole of formula I, ##STR1## (wherein R.sub.1 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, a lower alkoxyl group having a carbon number of 1 to 4, carboxyl group, or sulfonic acid group; R.sub.2 represents hydrogen or chlorine atom, a lower alkyl group having a carbon number of 1 to 4, or a lower alkoxyl group having a carbon number of 1 to 4; R.sub.3 represents hydrogen or chlorine atom, an alkyl group having a carbon number of 1 to 12, a lower alkoxyl group having a carbon number of 1 to 4, phenyl group, a phenyl group substituted with an alkyl group having a carbon number of 1 to 8, phenoxy group, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4; R.sub.4 represents hydrogen or chlorine atom, hydroxyl group, or a lower alkoxyl group having a carbon number of 1 to 4; and R.sub.5 represents hydrogen atom, an alkyl group having a carbon number of 1 to 12, or a phenylalkyl group, the alkyl part of which has a carbon number of 1 to 4), which comprises reducing an o-nitroazobenzene of formula III, ##STR2## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with an aldehyde reducing agent in the presence of an aromatic ketone catalyst and base. This invention further relates to a method for preparing a 2-phenylbenzotriazole of formula I as derfined above, which comprises reducing 1 mole 2-phenylbenzotriazole-N-oxide of formula II, ##STR3## (wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are as defined above) with 1 to 4 mole aldehyde in the presence of an aromatic ketone catalyst and base. This invention still further relates to a method for preparing a 2-phenylbenzotriazole-N-oxide of formula II as defined above, which comprises reducing 1 mole o-nitroazobenzene of formula III as defined above with 1 to 2 mole aldehyde in the presence of an aromatic ketone catalyst and base.

  这项发明涉及一种制备式I的2-苯基苯并三唑的方法，其中R.sub.1代表氢原子或氯原子，具有1至4个碳原子的较低烷基基团，具有1至4个碳原子的较低烷氧基团，羧基，或磺酸基团；R.sub.2代表氢原子或氯原子，具有1至4个碳原子的较低烷基基团，或具有1至4个碳原子的较低烷氧基团；R.sub.3代表氢原子或氯原子，具有1至12个碳原子的烷基基团，具有1至4个碳原子的较低烷氧基团，苯基，一个用具有1至8个碳原子的烷基基团取代的苯基，苯氧基，或苯基烷基基团，其烷基部分具有1至4个碳原子；R.sub.4代表氢原子或氯原子，羟基，或具有1至4个碳原子的较低烷氧基团；R.sub.5代表氢原子，具有1至12个碳原子的烷基基团，或苯基烷基基团，其烷基部分具有1至4个碳原子。该方法包括在芳香酮催化剂和碱的存在下，用醛还原剂还原式III的邻硝基偶氮苯，其中R.sub.1、R.sub.2、R.sub.3、R.sub.4和R.sub.5如上所定义。这项发明还涉及一种制备上述定义的式I的2-苯基苯并三唑的方法，包括在芳香酮催化剂和碱的存在下，用1至4摩尔醛还原1摩尔的式II的2-苯基苯并三唑-N-氧化物，其中R.sub.1、R.sub.2、R.sub.3、R.sub.4和R.sub.5如上所定义。这项发明还涉及一种制备上述定义的式II的2-苯基苯并三唑-N-氧化物的方法，包括在芳香酮催化剂和碱的存在下，用1至2摩尔醛还原1摩尔的上述定义的式III的邻硝基偶氮苯。
• Method of preparing 2-phenylbenzotriazoles
  申请人：CHEMIPRO KASEI KAISHA, LTD.

  公开号：EP0380840A1

  公开（公告）日：1990-08-08

  A method of preparing a 2-phenylbenzotriazole of formula I wherein R₁ is H, Cl, C₁₋₄ alkyl, C₁₋₄ alkoxy, COOH or SO₃H; R₂ is H, Cl, C₁₋₄ alkyl or C₁₋₄ alkoxy; R₃ is H, Cl, C₁₋₁₂ alkyl, C₁₋₄ alkoxy, phenyl, (C₁₋₈ alkyl)phenyl, phenoxy or phenyl(C₁₋₄ alkyl); R₄ is H, Cl, OH or C₁₋₄ alkoxy; and R₅ is H, C₁₋₁₂ alkyl or phenyl(C₁₋₄ alkyl); which comprises reducing with hydrogen the corresponding 2-phenylbenzotriazole-N-oxide of formula II

  一种制备式 I 的 2-苯基苯并三唑的方法 其中 R₁ 是 H、Cl、C₁₋₄ 烷基、C₁₋₄ 烷氧基、COOH 或 SO₃H；R₂ 是 H、Cl、C₁₋₄ 烷基或 C₁₋₄ 烷氧基；R₃ 是 H、Cl、C₁₋₁₂烷基、C₁₋₄ 烷氧基、苯基、(C₁₋₈烷基)苯基、苯氧基或苯基(C₁₋₄ 烷基)；R₄ 是 H、Cl、OH 或 C₁₋₄ 烷氧基；以及 R₅ 是 H、C₁₋₁₂烷基或苯基（C₁₋₄ 烷基）；其中包括用氢还原相应的式 II 的 2-苯基苯并三唑-N-氧化物
• Method for preparing 2-phenylbenzotriazoles and 2-phenylbenzotriazole-N-oxides
  申请人：CHEMIPRO KASEI KAISHA, LTD.

  公开号：EP0257151B1

  公开（公告）日：1992-01-29
• US4780541A
  申请人：——

  公开号：US4780541A

  公开（公告）日：1988-10-25