3-hydroxy-4-methylbenzenesulfonic acid | 7134-03-4

• 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: 3-hydroxy-4-methylbenzenesulfonic acid
• 英文别名: toluene-4-sulphonic acid monohydrate；toluene-4-sulfonic acid monohydrate；o-cresol-5-sulfonic acid；2-hydroxy-toluene-4-sulfonic acid；2-Hydroxy-toluol-4-sulfonsaeure；2-Oxy-1-methyl-benzol-sulfonsaeure-(4)
• CAS: 7134-03-4
• 化学式: C₇H₈O₄S
• 分子量: 188.204
• InChiKey: YARIFRHBFXEJNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  83
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-hydroxy-4-methylbenzenesulfonic acid 在 potassium permanganate 、 水 、 potassium carbonate 、 sodium hydroxide 、 三氯氧磷 作用下， 反应 8.0h， 生成 4-Chlorosulphonyl-2-methoxybenzoic acid
  参考文献：
  名称：

  Synthesis of 2-Methoxy-4-(methylsulfanyl)benzoic Acid — An Intermediate Product in the Preparation of the Cardiotonic Drugs Sulmazole and Isomazole

  摘要：

  Readily available 4-methyl-3-nitrobenzenesulfonic acid and 2-methyl-5-nitrophenol were used to develop two alternative approaches to the synthesis of 2-methoxy-4-(methylsulfanyl)benzoic acid in total yields of 17% and 37%, respectively. The synthesis starting from 2-methyl-5-nitrophenol is more process-oriented and can be used in the resynthesis of Sulmazole and Isomazole.

  DOI：

  10.1134/s1070428019080062
• 作为产物：
  描述：

  2-氨基甲苯-4-磺酸 在 水 、 溶剂黄146 、 sodium nitrite 作用下， 以87%的产率得到3-hydroxy-4-methylbenzenesulfonic acid
  参考文献：
  名称：

  Synthesis of 2-Methoxy-4-(methylsulfanyl)benzoic Acid — An Intermediate Product in the Preparation of the Cardiotonic Drugs Sulmazole and Isomazole

  摘要：

  Readily available 4-methyl-3-nitrobenzenesulfonic acid and 2-methyl-5-nitrophenol were used to develop two alternative approaches to the synthesis of 2-methoxy-4-(methylsulfanyl)benzoic acid in total yields of 17% and 37%, respectively. The synthesis starting from 2-methyl-5-nitrophenol is more process-oriented and can be used in the resynthesis of Sulmazole and Isomazole.

  DOI：

  10.1134/s1070428019080062
• 作为试剂：
  描述：

  N-(3-氨丙基)吗啉 、 3-乙氧基羰基-1-苯基戊烷-1,4-二酮 在 3-hydroxy-4-methylbenzenesulfonic acid 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以100%的产率得到ethyl 2-methyl-1-(3-morpholinopropyl)-5-phenyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  COMPOUNDS WITH TRPV4 ACTIVITY, COMPOSITIONS AND ASSOCIATED METHODS THEREOF

  摘要：

  提供了用于治疗眼部疾病的化合物、组合物和方法。具体包括TRPV4拮抗剂、它们的合成、药物组合物以及治疗青光眼等眼部疾病的方法。

  公开号：

  US20130303539A1

文献信息

• METHOD FOR THE HYDROXYLATION OF PHENOL
  申请人：Garel Laurent

  公开号：US20110152579A1

  公开（公告）日：2011-06-23

  The subject of the present invention is a method for the hydroxylation of phenol by hydrogen peroxide. The method of the invention for the hydroxylation of phenol to pyrocatechol and hydroquinone in a pyrocatechol/hydroquinone ratio between 1.7 and 2.3, by reaction of the phenol with hydrogen peroxide, in the presence of a catalyst, is characterized by the fact that the reaction is carried out in the presence of an effective amount of a hydroxyaromatic sulfonic acid.

  本发明的主题是一种利用过氧化氢对酚进行羟基化的方法。本发明的方法通过将酚与过氧化氢在催化剂的存在下反应，以在1.7至2.3的间隔内将酚羟基化为间苯二酚和对苯二酚，其特点在于反应在有效量的羟基芳香磺酸的存在下进行。
• Method for hydroxylating phenols and phenol ethers
  申请人：Garel Laurent

  公开号：US20140073818A1

  公开（公告）日：2014-03-13

  A method for hydroxylating phenols and phenol ethers using hydrogen peroxide and specifically, a method for hydroxylating phenol using hydrogen peroxide. The method for hydroxylating a phenolic substrate selected from a phenol or a phenol ether by reacting such phenolic substrate with hydrogen peroxide in the presence of an acid catalyst comprises the following steps, implemented consecutively or simultaneously: a first step consisting of mixing a phenolic substrate with a hydrogen peroxide solution under conditions in which the temperature is sufficient for the initial phenolic substrate to remain liquid and for minimizing the conversion rate of the hydrogen peroxide; a second step consisting of carrying out the phenolic substrate hydroxylation reaction under adiabatic conditions, the acid catalyst being added at the mixing stage and/or at the beginning of the hydroxylation reaction; and a third step, if necessary, consisting of recovering the hydroxylated product.

  使用过氧化氢进行酚和酚醚的羟基化的方法，特别是使用过氧化氢进行酚的羟基化的方法。通过在酸催化剂存在下，将酚或酚醚等酚类底物与过氧化氢反应进行羟基化反应的方法包括以下步骤，这些步骤可以依次或同时实施：第一步是在温度足以使初始酚类底物保持液态并最小化过氧化氢的转化率的条件下，将酚类底物与过氧化氢溶液混合；第二步是在绝热条件下进行酚类底物羟基化反应，酸催化剂在混合阶段和/或羟基化反应开始时加入；第三步，必要时，是回收羟基化产物。
• METHOD FOR THE HYDROXYLATION OF PHENOLS AND PHENOL ETHERS
  申请人：Garel Laurent

  公开号：US20140221698A1

  公开（公告）日：2014-08-07

  The present invention relates to a method for the hydroxylation of phenols and phenol ethers by means of hydrogen peroxide. The invention specifically relates to a method for the hydroxylation of phenol by means of the hydrogen peroxide. The method of the invention for the hydroxylation of a phenol ether by means of reacting said phenol or phenol ether with the hydrogen peroxide in the presence of an acid catalyst is characterized in that it includes mixing a phenol or phenol ether with a hydrogen peroxide solution in a mixing device under conditions enabling the conversion rate of the hydrogen peroxide to be minimized, and in that said reaction mixture is then placed in a piston flow reactor where the reaction leading to the production of the hydroxylated material takes place, the acid catalyst being fed into the mixing device and/or into the piston flow reactor.

  本发明涉及一种使用过氧化氢对苯酚和苯酚醚进行羟基化的方法。本发明具体涉及一种使用过氧化氢对苯酚进行羟基化的方法。本发明针对一种苯酚醚的羟基化方法，通过在酸性催化剂存在下，将所述苯酚或苯酚醚与过氧化氢反应，其特征在于将苯酚或苯酚醚与过氧化氢溶液在混合装置中混合，以使过氧化氢的转化率最小化，并且将该反应混合物放置在活塞流反应器中进行，产生羟基化物质的反应，酸性催化剂被加入到混合装置和/或活塞流反应器中。
• PROCESS FOR THE HYDROXYLATION OF PHENOLS AND OF PHENOL ETHERS
  申请人：Garel Laurent

  公开号：US20120035397A1

  公开（公告）日：2012-02-09

  A process for the hydroxylation of phenols and of phenol ethers by hydrogen peroxide is described. More particularly a process for the hydroxylation of phenol by hydrogen peroxide is described. The described process can include hydroxylation of a phenol or of a phenol ether having at least one hydrogen atom at the ortho and para position of the hydroxyl group or of the ether group, by reaction of said phenol or phenol ether, with hydrogen peroxide, in the presence of an acid catalyst, wherein the reaction is carried out in the presence of an effective amount of a catalyst which is a mixture of at least two strong acids and wherein one of the acids is chosen from strong protonic acids and the other acid is chosen from superacids.

  本文描述了一种使用过氧化氢对酚和酚醚进行羟基化的方法。更具体地，本文描述了一种使用过氧化氢对酚进行羟基化的方法。所述方法可以包括羟基化具有羟基或醚基的酚或酚醚，其在羟基或醚基的邻位和对位位置至少有一个氢原子，通过在酸催化剂的存在下，将所述酚或酚醚与过氧化氢反应，其中反应在有效量的催化剂存在下进行，所述催化剂是至少两个强酸的混合物，其中一个酸是选择自强质子酸，另一个酸是选择自超强酸。
• Photochromic compounds
  申请人：——

  公开号：US20030045714A1

  公开（公告）日：2003-03-06

  A photochromic compound suitable for use as a single substance for photochromic tinting of a transparent plastic article so that the tinted article has a neutral gray or brown color in the excited state, is made by fusing at least two non-identical photochromic sections to an aromatic structure. The photochromic sections are selected so that the different absorption wavelengths of the excited photochromic sections give rise to a neutral gray or brown color in the plastic material and are selected from the group consisting of oxazines and pyrans. At least one of the photochromic sections is not an indolino spiropyran. The aromatic structure to which the photochromic sections are fused is selected from the group consisting of benzene, biphenyl, naphthalene, anthracene and phenanthrene. The positions of fusion of the photochromic sections on the aromatic structure are directly adjacent to the oxygen atom of the pyran or the oxygen or nitrogen atom of the oxazine.

  一种光致变色化合物适用于作为单一物质用于透明塑料制品的光致变色涂层，使得涂层的物品在兴奋态下呈中性灰色或棕色。该化合物通过将至少两个非相同的光致变色部分熔合到芳香结构上制成。这些光致变色部分被选择为不同吸收波长的光致变色部分，以在塑料材料中产生中性灰色或棕色，并且被选自氧杂环和吡喃类化合物组。至少其中一个光致变色部分不是吲哚螺吡喃。光致变色部分熔合到的芳香结构被选自苯、联苯、萘、蒽和菲。光致变色部分在芳香结构上的熔合位置直接邻接于吡喃的氧原子或氧杂环的氧或氮原子。