2-(methoxycarbonyl)thiophene-3-sulfonic acid | 59337-96-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-(methoxycarbonyl)thiophene-3-sulfonic acid
• 英文别名: 2-methoxycarbonylthiophene-3-sulfonic acid
• CAS: 59337-96-1
• 化学式: C₆H₆O₅S₂
• 分子量: 222.243
• InChiKey: AYKJLZKNHNYZON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(methoxycarbonyl)thiophene-3-sulfonic acid 、 氯化亚砜 在 petroleum ether 作用下， 反应 16.0h， 以There is obtained 3-chlorosulfonylthiophene-2-carboxylic acid methyl ester的产率得到3-氯磺酰基-2-噻吩甲酸甲酯
  参考文献：
  名称：

  N-Carbalkoxymethylsulfamoyl thiophene carboxylic acid alkyl esters

  摘要：

  本发明涉及以下式子的化合物：##STR1## 其中A连同其附着的两个碳原子形成组##STR2##而断裂的线代表(A)中的双键; R.sub.1代表较低的烷基; R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，该残基可以被一个或两个较低的烷基置换，或者是可以被卤素、羟基、较低的烷基、三氟甲基或较低的烷氧基置换的苯基，而R.sub.3和R.sub.4分别代表氢原子或较低的烷基。

  公开号：

  US04134898A1
• 作为产物：
  描述：

  methyl 3-((2-bromo-2,2-difluoroethoxy)sulfonyl)thiophene-2-carboxylate 在 甲酸 、 tris(bipyridine)ruthenium(II) dichloride hexahydrate 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 以66%的产率得到methyl 3-(1,1-difluoro-2-hydroxyethyl)thiophene-2-carboxylate
  参考文献：
  名称：

  Preparative Scale Demonstration and Mechanistic Investigation of a Visible Light-Mediated Radical Smiles Rearrangement

  摘要：

  A visible light-mediated Smiles rearrangement providing the difluoroethanol motif has been shown to reliably operate on preparative scale up to 100 g of starting material. Mechanistic investigation has revealed the reaction proceeds predominantly via a radical chain process that in some instances can be initiated via visible light or thermal activation in the absence of a photocatalyst. The reaction was demonstrated in continuous flow, with visible light and thermal initiation using a thiophene substrate relevant to pharmaceutical development.

  DOI：

  10.1021/acs.oprd.6b00126

文献信息

• Visible-Light-Induced Alkylarylation of Unactivated Alkenes via Radical Addition/Truce–Smiles Rearrangement Cascade
  作者：Chonglong He、Keyuan Zhang、Dan-Ning Wang、Min Wang、Yuejie Niu、Xin-Hua Duan、Le Liu

  DOI：10.1021/acs.orglett.2c00875

  日期：2022.4.15

  We disclosed a visible-light-induced alkylarylation reaction of unactivated alkenes via a metal-free radical addition/aryl translocation cascade sequence. Distal olefinic sulfonate was designed as a unique molecular scaffold allowing for a domino process to synthesize valuable alkylarylated alcohols in good yields with excellent diastereoselectivity, featuring mild reaction conditions, broad substrate

  我们通过金属自由基加成/芳基易位级联序列公开了可见光诱导的未活化烯烃的烷基芳基化反应。末端烯烃磺酸盐被设计为一种独特的分子支架，允许多米诺骨牌工艺以良好的收率合成有价值的烷基芳基化醇，具有优异的非对映选择性，具有温和的反应条件、广泛的底物范围和优异的官能团耐受性。机理研究表明，可见光诱导的自由基链过程在级联转变中占主导地位。
• Photophysical and photochemical studies of thifensulfuron-methyl herbicide in aqueous solution
  作者：Saâdia Aziz、Stéphane Dumas、Mohammed El Azzouzi、Mohamed Sarakha、Jean-Marc Chovelon

  DOI：10.1016/j.jphotochem.2009.11.017

  日期：2010.1

  By comparing the quenching rate constant (kq = 9.64 × 108 mol−1 l s−1) obtained from triplet state quenching by molecular oxygen and from the Stern–Volmer relation (kq = 0.41 × 108 mol−1 l s−1), the role of the singlet state in the photodegradation process was demonstrated. The photoproducts originating from both singlet and triplet excited states have been identified and hypothetical photodegradation

  已在缓冲水溶液中研究了磺酰脲类除草剂噻吩磺隆甲基（THM）的光物理和光化学研究。在第一部分中，研究了pH对光谱性质的影响。这样就可以确定基态和激发态的酸度常数，分别为p K a  = 4和4.4，因此在单重态下可能存在光诱导质子化。在第二部分中，使用HPK 125 W灯研究了在不同pH和不同氧气浓度下的光解动力学，随后鉴定了在连续光辐照下形成的光产物。动力学结果表明，在酸性条件下，光解过程更快（k  = 3×10 -4 s -1），而不是基本介质（k  = 9.8×10 -5  s -1）。通过高效液相色谱HPLC-DAD，HPLC-MS和HPLC-MS-MS鉴定光解产物。为了更好地了解光降解机理，进行了激光闪光光解研究。通过比较由分子氧进行三重态猝灭和斯特恩-沃尔默关系得到的猝灭速率常数（k q  = 9.64×10 8  mol -1  l s -1）（k q  = 0.41×10 8
• Thienothiazine derivatives
  申请人：Hoffman-La Roche Inc.

  公开号：US04177193A1

  公开（公告）日：1979-12-04

  The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond in group (a); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group. Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and anti-rheumatic activity.

  本发明涉及公式##STR1##中的化合物，其中A与其连接的两个碳原子组成##STR2##，折线表示组(a)中的双键; R.sub.1代表较低的烷基基团; R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，可以被一个或两个较低的烷基基团取代，或者是可以被卤素、羟基、较低的烷基、三氟甲基或较低的烷氧基取代的苯基; R.sub.3和R.sub.4分别代表氢原子或较低的烷基基团。本发明还提供了它们的制备方法。本发明提供的噻唑噻吩衍生物具有抗炎、镇痛和抗风湿活性。
• Thienothiazines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04076709A1

  公开（公告）日：1978-02-28

  The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group. Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and antirheumatic activity.

  本发明涉及公式##STR1##的化合物，其中A与其连接的两个碳原子形成组##STR2##，而断线表示组(A)中的双键；R.sub.1代表较低的烷基；R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，可被一个或两个较低的烷基取代，或苯基，其可被卤素，羟基，较低的烷基，三氟甲基或较低的烷氧基取代，而R.sub.3和R.sub.4各代表氢原子或较低的烷基。本发明还提供了它们的制备方法。由本发明提供的噻唑噻唑烷衍生物具有抗炎，镇痛和抗风湿活性。
• N-Carbalkoxymethylsulfamoyl thiophene carboxylic acid alkyl esters
  申请人：Hoffmann-La Roche Inc.

  公开号：US04134898A1

  公开（公告）日：1979-01-16

  The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.

  本发明涉及以下式子的化合物：##STR1## 其中A连同其附着的两个碳原子形成组##STR2##而断裂的线代表(A)中的双键; R.sub.1代表较低的烷基; R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，该残基可以被一个或两个较低的烷基置换，或者是可以被卤素、羟基、较低的烷基、三氟甲基或较低的烷氧基置换的苯基，而R.sub.3和R.sub.4分别代表氢原子或较低的烷基。