4-hydroxy-N-p-tolylbenzenesulfonamide | 76410-74-7

• 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: 4-hydroxy-N-p-tolylbenzenesulfonamide
• 英文别名: 4-hydroxy-benzenesulfonic acid p-toluidide；4-Hydroxy-benzolsulfonsaeure-p-toluidid；Phenol-sulfonsaeure-(4)-p-toluidid；4-Hydroxy-n-(4-methylphenyl)benzene-1-sulfonamide；4-hydroxy-N-(4-methylphenyl)benzenesulfonamide
• CAS: 76410-74-7
• 化学式: C₁₃H₁₃NO₃S
• mdl: MFCD11537408
• 分子量: 263.317
• InChiKey: YDTOKHWWMIXCQB-UHFFFAOYSA-N

物化性质

• 熔点：
  150-153 °C
• 沸点：
  449.0±55.0 °C(Predicted)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-氯-1-(2-甲基环氧乙烷-2-基甲基)-4-硝基咪唑 、 4-hydroxy-N-p-tolylbenzenesulfonamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 12.0h， 生成 (R)-4-{(2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-yl)methoxy}-N-(p-tolyl)benzenesulfonamide
  参考文献：
  名称：

  [EN] 6-NITRO-2,3-DIHYDROIMIDAZO[2,1-b]OXAZOLES AND A PROCESS FOR THE PREPARATION THEREOF
  [FR] 6-NITRO-2,3-DIHYDROIMIDAZO[2,1-B]OXAZOLES ET LEUR PROCÉDÉ DE PRÉPARATION

  摘要：

  本发明涉及新一代三唑类、四唑类、异噁唑类、尿素和磺胺类功能团的含有6-硝基-2,3-二氢硝基咪唑噁唑类化合物的制备方法，以及它们作为治疗结核分枝杆菌、耐药结核分枝杆菌和极耐药结核分枝杆菌的药物的用途，可以单独使用，也可以与其他抗结核药物联合使用。在本发明中，新一代6-硝基-2,3-二氢硝基咪唑噁唑类化合物还表现出可接受的药代动力学性质，并与已知的抗结核药物呈现协同或加成效应。

  公开号：

  WO2015049693A1
• 作为产物：
  描述：

  4-甲氧基-N-(4-甲基苯)苯磺酰胺 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 4-hydroxy-N-p-tolylbenzenesulfonamide
  参考文献：
  名称：

  [EN] 6-NITRO-2,3-DIHYDROIMIDAZO[2,1-b]OXAZOLES AND A PROCESS FOR THE PREPARATION THEREOF
  [FR] 6-NITRO-2,3-DIHYDROIMIDAZO[2,1-B]OXAZOLES ET LEUR PROCÉDÉ DE PRÉPARATION

  摘要：

  本发明涉及新一代三唑类、四唑类、异噁唑类、尿素和磺胺类功能团的含有6-硝基-2,3-二氢硝基咪唑噁唑类化合物的制备方法，以及它们作为治疗结核分枝杆菌、耐药结核分枝杆菌和极耐药结核分枝杆菌的药物的用途，可以单独使用，也可以与其他抗结核药物联合使用。在本发明中，新一代6-硝基-2,3-二氢硝基咪唑噁唑类化合物还表现出可接受的药代动力学性质，并与已知的抗结核药物呈现协同或加成效应。

  公开号：

  WO2015049693A1

文献信息

• PHOSPHINE LIGANDS FOR CATALYTIC REACTIONS
  申请人：AbbVie Inc.

  公开号：US20160263566A1

  公开（公告）日：2016-09-15

  The disclosure is directed to: (a) phosphacycle ligands; (b) catalyst compositions comprising phosphacycle ligands; and (c) methods of using such phosphacycle ligands and catalyst compositions in bond forming reactions.

  本公开涉及：(a) 磷杂环配体；(b) 包含磷杂环配体的催化剂组合物；以及(c) 使用这些磷杂环配体和催化剂组合物在化学键形成反应中的方法。
• HEAT-SENSITIVE RECORDING MATERIAL
  申请人：Fuji Photo Film Co., Ltd.

  公开号：EP1466751A1

  公开（公告）日：2004-10-13

  (A) The invention discloses a thermosensitive recording material comprising: a support; and a thermosensitive recording layer formed on the support, the thermosensitive recording layer containing an electron-donating colorless dye and an electron-accepting compound which develops color upon a reaction with the electron-donating colorless dye, wherein the thermosensitive recording material satisfies at least one of the following conditions (1) to (3). (1) an image density when thermal printing is performed from a side, of the support, having the thermosensitive recording layer with printing energy of 15.2 mJ/mm2 is 1.20 or more, and the thermosensitive recording material is used for a recording device having a printing speed of 10 cm/sec or more; (2) the thermosensitive recording material contains a sensitizer comprising at least one compound selected from the group consisting of 2-benzyloxynaphthalene, dimethylbenzyloxalate, m-terphenyl, ethyleneglycol tolyl ether, p-benzyl biphenyl, 1,2-diphenoxymethyl benzene, diphenyl sulfone and 1,2-diphenoxy ethane, and the image density after the thermosensitive recording material is brought into contact with a heat source of 70°C for 5 seconds is 0.15 or less; (3) the electron-accepting compound is a compound represented by the following Formula (1) Formula (1)R1-Ph-SO2R2   wherein R1 represents a hydroxyl group or an alkyl group, R2 represents -Ph, -NH-Ph, -Ph-OR3 or -NH-CO-NH-Ph, R3 represents an alkyl group, Ph represents a phenyl group and may be substituted with a substituent containing -SO2R2, and a volume-averaged grain size of the electron-donating colorless dye and electron-accepting compound is in a range of 0.5 to 1.0 µm. (B) A thermosensitive recording material comprises a thermosensitive recording layer containing an electron-donating colorless dye, an electron-accepting compound which develops color upon a reaction with the electron-donating colorless dye and a sensitizer, wherein the thermosensitive recording material satisfies at least one of the following conditions (1) to (3). (1) An image density when thermal printing is performed with a printing energy is 1.20 or more, and the thermosensitive recording material is used for a recording device having a printing speed of 10 cm/sec or more. (2) An image density after the thermosensitive recording material is brought into contact with a heat source of 70°C for 5 seconds is 0.15 or less, and the sensitizer is 2-benzyloxynaphthalene or the like. (3) the electron-accepting compound is a compound represented by R1-Ph-SO2R2 wherein R1 represents a hydroxyl group or an alkyl group, R2 represents -Ph, -NH-Ph, -Ph-OR3 or -NH-CO-NH-Ph, R3 represents an alkyl group, Ph represents a phenyl group and may be substituted with a substituent containing SO2R2, and a volume-averaged grain size is in a range of 0.5 to 1.0 µm.

  (A) 本发明公开了一种热敏记录材料，包括：支撑物；和形成在支撑物上的热敏记录层，该热敏记录层含有电子捐赠无色染料和电子接受化合物，该电子接受化合物与电子捐赠无色染料反应后显色，其中热敏记录材料至少满足以下条件（1）至（3）中的一个。 (1) 当从具有热敏记录层的支撑物的一侧进行热打印时，打印能量为 15.2 mJ/mm2 的图像密度为 1.20 或以上，且热敏记录材料用于打印速度为 10 厘米/秒或以上的记录设备； (2) 热敏记录材料含有敏化剂，该敏化剂包含至少一种选自以下组别的化合物：2-苄氧基萘、二甲基苄氧基萘、间三联苯、乙二醇对二甲苯醚、对苄基联苯、1,2-二苯氧基甲基苯、二苯砜和 1,2-二苯氧基乙烷，且热敏记录材料与 70°C 的热源接触 5 秒钟后的图像密度为 0.15 或更低； (3) 电子接受化合物是由下式表示的化合物 式(1) 式(1)R1-Ph-SO2R2 其中 R1 代表羟基或烷基，R2 代表-Ph、-NH-Ph、-Ph-OR3 或-NH-CO-NH-Ph，R3 代表烷基，Ph 代表苯基并可被含有-SO2R2 的取代基取代，且电子氖型无色染料和电子接受化合物的体积平均粒度在 0.5至1.0微米。 (B) 一种热敏记录材料，它包括一个热敏记录层，该层含有一种电子致性无色染料、一种电子受体化合物，该化合物在与电子致性无色染料和敏化剂反应后显色，其中热敏记录材料至少满足下列条件(1)至(3)之一。 (1) 当使用打印能量进行热打印时，图像密度为 1.20 或以上，且热敏记录材料用于打印速度为 10 厘米/秒或以上的记录设备。 (2) 热敏记录材料与 70°C 的热源接触 5 秒后的图像密度为 0.15 或更低，且敏化剂为 2-苄氧基萘或类似物。 (3) 电子接受化合物是由 R1-Ph-SO2R2 所代表的化合物，其中 R1 代表羟基或烷基，R2 代表-Ph、-NH-Ph、-Ph-OR3 或-NH-CO-NH-Ph，R3 代表烷基，Ph 代表苯基并可被含有 SO2R2 的取代基取代，且体积平均粒度在 0.5 至 1.0 微米范围内。
• Heat-sensitive recording material
  申请人：Iwasaki Masayuki

  公开号：US20050088508A1

  公开（公告）日：2005-04-28

  (A) The invention discloses a thermosensitive recording material comprising: a support; and a thermosensitive recording layer formed on the support, the thermosensitive recording layer containing an electron-donating colorless dye and an electron-accepting compound which develops color upon a reaction with the electron-donating colorless dye, wherein the thermosensitive recording material satisfies at least one of the following conditions (1) to (3). (1) an image density when thermal printing is performed from a side, of the support, having the thermosensitive recording layer with printing energy of 15.2 mJ/mm 2 is 1.20 or more, and the thermosensitive recording material is used for a recording device having a printing speed of 10 cm/sec or more; (2) the thermosensitive recording material contains a sensitizer comprising at least one compound selected from the group consisting of 2-benzyloxynaphthalene, dimethylbenzyloxalate, m-terphenyl, ethyleneglycol tolyl ether, p-benzyl biphenyl, 1,2-diphenoxymethyl benzene, diphenyl sulfone and 1,2-diphenoxy ethane, and the image density after the thermosensitive recording material is brought into contact with a heat source of 70° C. for 5 seconds is 0.15 or less; (3) the electron-accepting compound is a compound represented by the following Formula (1) R 1 -Ph-SO 2 R 2 Formula (1) wherein R 1 represents a hydroxyl group or an alkyl group, R 2 represents -Ph, —NH-Ph, -Ph-OR 3 or —NH—CO—NH-Ph, R 3 represents an alkyl group, Ph represents a phenyl group and may be substituted with a substituent containing —SO 2 R 2 , and a volume-averaged grain size of the electron-donating colorless dye and electron-accepting compound is in a range of 0.5 to 1.0 μm.

  (A) 本发明公开了一种热敏记录材料，包括：支撑物；和在支撑物上形成的热敏记录层，热敏记录层含有电子致色的无色染料和与电子致色的无色染料反应后显色的电子接受化合物，其中热敏记录材料至少满足以下条件(1)至(3)中的一个。 (1) 当从具有热敏记录层的支撑物的一侧进行热打印时，打印能量为 15.2 mJ/mm 的图像密度； (2) 当从具有热敏记录层的支撑物的一侧进行热打印时，打印能量为 15.2 mJ/mm 的图像密度。 2 为 1.20 或更高，且热敏记录材料用于打印速度为 10 厘米/秒或更高的记录设备；(2) 热敏记录材料含有感光剂，该感光剂包含至少一种选自以下组别的化合物：2-苄氧基萘、二甲基苄氧基萘、间三联苯、乙二醇对二甲苯醚、对苄基联苯、1,2-二苯氧基甲基苯、二苯砜和 1,2-二苯氧基乙烷。(3) 电子接收化合物是由下式（1）表示的化合物 R 1 -Ph-SO 2 R 2 式 (1) 其中 R 1 代表羟基或烷基，R 2 代表-Ph、-NH-Ph、-Ph-OR 3 或-NH-CO-NH-Ph，R 3 代表烷基，Ph 代表苯基，可被含有-SO 2 R 2 的体积平均粒径范围为 0.5 至 1.0 μm。
• A General Method for Palladium-Catalyzed Reactions of Primary Sulfonamides with Aryl Nonaflates
  作者：Shashank Shekhar、Travis B. Dunn、Brian J. Kotecki、Donna K. Montavon、Steven C. Cullen

  DOI：10.1021/jo200443u

  日期：2011.6.3

  A general method for Pd-catalyzed sulfonamidation of aryl nonafluorobutanesulfonates (aryl nonaflates) is described. A biaryl phosphine ligand, t-BuXPhos, formed the most active catalyst, and K3PO4 in tert-amyl alcohol was found to be the optimal base solvent combination for the reaction. The reaction conditions were tolerant of various functional groups such as cyano, nitro, ester, aldehyde, ketone, chloride, carbamate, and phenol. Heterocyclic aryl nonaflates were found to be suitable coupling partners. High yields of the coupled products were obtained from the reactions between inherently disfavored substrates such as electron-rich nonaflates and electron-poor sulfonamides. Kinetic data suggest reductive elimination to be the rate-limiting step for the reaction. The only limitation of this methodology that we have identified is the inability of 2,6-disubstituted aryl nonaflates to efficiently participate in the reaction.
• Anschuetz; Molineus, Justus Liebigs Annalen der Chemie, 1918, vol. 415, p. 59
  作者：Anschuetz、Molineus

  DOI：——

  日期：——