2-(甲基磺酰基)-1-[3-(三氟甲基)苯基]-乙酮 | 128306-96-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(甲基磺酰基)-1-[3-(三氟甲基)苯基]-乙酮
• 英文名称: 2-(methylsulfonyl)-1-(3-(trifluoromethyl)phenyl)ethanone
• 英文别名: 2-(methylsulfonyl)-1-(3-(trifluoromethyl)phenyl)ethan-1-one；2-methylsulfonyl-1-[3-(trifluoromethyl)phenyl]ethanone
• CAS: 128306-96-7
• 化学式: C₁₀H₉F₃O₃S
• mdl: MFCD00665597
• 分子量: 266.241
• InChiKey: DKOAKSYPFZFHMT-UHFFFAOYSA-N

物化性质

• 熔点：
  92-94°C
• 沸点：
  382.9±42.0 °C(Predicted)
• 密度：
  1.386±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  2-(甲基磺酰基)-1-[3-(三氟甲基)苯基]-乙酮 在 potassium carbonate 、 silver carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 以72 %的产率得到(5-(3-(trifluoromethyl)phenyl)furan-2,3-diyl)bis((3-(trifluoromethyl)phenyl)methanone)
  参考文献：
  名称：

  银介导的 β-酮砜自由基合成 2,3-二酰基呋喃

  摘要：

  开发了一种通过银介导的 β-酮砜自由基过程构建 2,3-二酰基三取代呋喃的简便有效的方法。对该反应机理进行了仔细研究，表明该转化是通过自由基途径进行的，从而产生中等至良好的所需产物收率。

  DOI：

  10.1039/d3ob02079g
• 作为产物：
  描述：

  sodium methansulfinate 、 2-溴-1-(3-(三氟甲基)苯基)乙酮 以 1,4-二氧六环 、 水 为溶剂， 反应 1.5h， 生成 2-(甲基磺酰基)-1-[3-(三氟甲基)苯基]-乙酮
  参考文献：
  名称：

  [EN] SPIROUREA DERIVATIVES
  [FR] DÉRIVÉS SPIROS D'URÉE

  摘要：

  该发明涉及式（I）化合物，其中X1、X2、X3、Y、R1、R2A、R2B、R3和R4如描述中所述；其制备方法，其药学上可接受的盐，含有一种或多种式（I）化合物的药物组合物，以及将这些化合物用作药物，特别是作为Kv7开放剂的用途。

  公开号：

  WO2021219594A1

文献信息

• Iron(III)-Catalyzed Aerobic Oxidation and Cleavage/Formation of a C-S Bond
  作者：Xiaokang Shi、Xiaoyu Ren、Zhiyong Ren、Jian Li、Yuling Wang、Sizhuo Yang、Jixiang Gu、Qiang Gao、Guosheng Huang

  DOI：10.1002/ejoc.201402377

  日期：2014.8

  A new iron(III)-catalyzed synthesis of beta-oxo sulfones is described that employs vinylarenes and readily available dimethyl sulfoxide (DMSO) with hydrazine and oxygen as the oxidant. The reaction tolerates various functional group substituents on the vinylarene substrates to afford beta-oxo sulfones in moderate to good yields. The cleavage and formation of the C-S bond are the key steps of this transformation

  描述了一种新的铁 (III) 催化合成 β-氧代砜，它使用乙烯基芳烃和容易获得的二甲基亚砜 (DMSO)，以肼和氧为氧化剂。该反应耐受乙烯基芳烃底物上的各种官能团取代基，以中等至良好的产率提供β-氧代砜。CS键的裂解和形成是这种转变的关键步骤。
• 5-substituted-2,4-diphenylpyrimidine derivatives, their production and
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05403948A1

  公开（公告）日：1995-04-04

  A compound of the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, or a halogen atom, a (C.sub.1 to C.sub.3)-alkyl group, a halo-(C.sub.1 to C.sub.3)-alkyl group, a (C.sub.1 to C.sub.6)-alkoxy group, a (C.sub.2 to C.sub.6)-alkynyloxy group, a (C.sub.2 to C.sub.6)-alkenyloxy group, a halo-(C.sub.2 to C.sub.6)-alkynyloxy group, a halo-(C.sub.2 to C.sub.6)-alkenyloxy group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.6)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkylthio group, a phenoxy group, a (C.sub.1 to C.sub.3)-alkylcarboxy group, a halo-(C.sub.1 to C.sub.3)-alkylcarboxy group, a (C.sub.1 to C.sub.2)-alkoxy-(C.sub.1 to C.sub.2)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkoxy-halo-(C.sub.2 to C.sub.3)-alkoxy group, a (C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a halo-(C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a cyano group, a (C.sub.1 to C.sub.3)-alkoxycarbonyl group or an aminomethyl group, at the ortho or meta position; R.sup.2 and R.sup. 3, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, a nitro group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.2)-alkylthio group or a halo-(C.sub.1 to C.sub.2)-alkoxy group; and R.sup.4 represents a (C.sub.1 to C.sub.2)-alkyl group, provided that both R.sup.1 and R.sup.2 are not a hydrogen atom at the same time and that both of R.sup.2 and R.sup.3, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time. The compound is used as herbicides.

  化合物的式子为(I): ##STR1## 其中，R.sup.1代表氢原子，或卤素原子，(C.sub.1至C.sub.3)-烷基，卤代-(C.sub.1至C.sub.3)-烷基，(C.sub.1至C.sub.6)-烷氧基，(C.sub.2至C.sub.6)-炔氧基，(C.sub.2至C.sub.6)-烯氧基，卤代-(C.sub.2至C.sub.6)-炔氧基，卤代-(C.sub.2至C.sub.6)-烯氧基，(C.sub.1至C.sub.2)-烷基硫基，卤代-(C.sub.1至C.sub.6)-烷氧基，卤代-(C.sub.1至C.sub.2)-烷基硫基，苯氧基，(C.sub.1至C.sub.3)-烷基羧基，卤代-(C.sub.1至C.sub.3)-烷基羧基，(C.sub.1至C.sub.2)-烷氧基-(C.sub.1至C.sub.2)-烷氧基，卤代-(C.sub.1至C.sub.2)-烷氧基-卤代-(C.sub.2至C.sub.3)-烷氧基，(C.sub.1至C.sub.3)-烷基磺酰氧基，卤代-(C.sub.1至C.sub.3)-烷基磺酰氧基，氰基，(C.sub.1至C.sub.3)-烷氧羰基或氨甲基，在邻位或间位；R.sup.2和R.sup.3，可以相同也可以不同，分别代表氢原子，卤素原子，(C.sub.1至C.sub.2)-烷基，卤代-(C.sub.1至C.sub.2)-烷基，(C.sub.1至C.sub.2)-烷氧基，硝基，(C.sub.1至C.sub.2)-烷基硫基，卤代-(C.sub.1至C.sub.2)-烷基硫基或卤代-(C.sub.1至C.sub.2)-烷氧基；R.sup.4代表(C.sub.1至C.sub.2)-烷基，前提是当R.sup.1和R.sup.2同时不是氢原子时，且当R.sup.2和R.sup.3都代表除氢原子以外的取代基时，它们不同时位于嘧啶环的邻位。该化合物用作除草剂。
• 5-substituted-2,4-diphenylpyrimidine derivatives and their use
  申请人：Sumitomo Chemical Co., Ltd.

  公开号：US05190575A1

  公开（公告）日：1993-03-02

  A compound of the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, or a halogen atom, a (C.sub.1 to C.sub.3)-alkyl group, a halo-(C.sub.1 to C.sub.3)-alkyl group, a (C.sub.1 to C.sub.6)-alkoxy group, a (C.sub.2 to C.sub.6)-alkynyloxy group, a (C.sub.2 to C.sub.6)-alkenyloxy group, a halo-(C.sub.2 to C.sub.6)-alkynyloxy group, a halo-(C.sub.2 to C.sub.6)-alkenyloxy group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.6)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkylthio group, a phenoxy group, a (C.sub.1 to C.sub.3)-alkylcarboxy group, a halo-(C.sub.1 to C.sub.3)-alkylcarboxy group, a (C.sub.1 to C.sub.2)-alkoxy-(C.sub.1 to C.sub.2)-alkoxy group, a halo-(C.sub.1 to C.sub.2)-alkoxy-halo-(C.sub.2 to C.sub.3)-alkoxy group, a (C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a halo-(C.sub.1 to C.sub.3)-alkylsulfonyloxy group, a cyano group, a (C.sub.1 to C.sub.3)-alkoxycarbonyl group or an aminomethyl group, at the ortho or meta position; R.sup.2 and R.sup. 3, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, a nitro group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.2)-alkylthio group or a halo-(C.sub.1 to C.sub.2)-alkoxy group; and R.sup.4 represents a (C.sub.1 to C.sub.2)-alkyl group, provided that both R.sup.1 and R.sup.2 are not a hydrogen atom at the same time and that both of R.sup.2 and R.sup.3, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time. The compound is used as herbicides.

  化合物的化学式为(I): ##STR1## 其中R.sup.1代表氢原子，或卤素原子，(C.sub.1至C.sub.3)-烷基，卤代(C.sub.1至C.sub.3)-烷基，(C.sub.1至C.sub.6)-烷氧基，(C.sub.2至C.sub.6)-炔氧基，(C.sub.2至C.sub.6)-烯氧基，卤代(C.sub.2至C.sub.6)-炔氧基，卤代(C.sub.2至C.sub.6)-烯氧基，(C.sub.1至C.sub.2)-烷硫基，卤代(C.sub.1至C.sub.6)-烷氧基，卤代(C.sub.1至C.sub.2)-烷硫基，苯氧基，(C.sub.1至C.sub.3)-烷基羧基，卤代(C.sub.1至C.sub.3)-烷基羧基，(C.sub.1至C.sub.2)-烷氧基-(C.sub.1至C.sub.2)-烷氧基，卤代(C.sub.1至C.sub.2)-烷氧基-卤代(C.sub.2至C.sub.3)-烷氧基，(C.sub.1至C.sub.3)-烷基磺酰氧基，卤代(C.sub.1至C.sub.3)-烷基磺酰氧基，氰基，(C.sub.1至C.sub.3)-烷氧羰基或氨甲基，位于邻位或间位；R.sup.2和R.sup.3，可以相同也可以不同，分别代表氢原子，卤素原子，(C.sub.1至C.sub.2)-烷基，卤代(C.sub.1至C.sub.2)-烷基，(C.sub.1至C.sub.2)-烷氧基，硝基，(C.sub.1至C.sub.2)-烷硫基，卤代(C.sub.1至C.sub.2)-烷硫基或卤代(C.sub.1至C.sub.2)-烷氧基；R.sup.4代表(C.sub.1至C.sub.2)-烷基，前提是R.sup.1和R.sup.2不同时为氢原子，并且如果R.sup.2和R.sup.3都代表非氢原子的取代基，则它们不同时位于嘧啶环的邻位。该化合物用作除草剂。
• 5-substituted-2,4-diphenylpyrimidine derivatives
  申请人：Sumitomo Chemical Co., Ltd.

  公开号：US05270467A1

  公开（公告）日：1993-12-14

  A compound is disclosed having the formula: ##STR1## wherein R.sup.1 represents a halo-(C.sub.1 to C.sub.6)-alkoxy group at the ortho or meta position, R.sup.2 and R.sup.3, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, a nitro group, a (C.sub.1 to C.sub.2)-alkylthio group, a halo-(C.sub.1 to C.sub.2)-alkylthio group or a halo-((C.sub.1 to C.sub.2)-alkoxy group, provided that both of R.sup.2 and R.sup.3, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time, and W.sup.1 represents a methanesulfonyl group, or a methylthio group; provided that when W.sup.1 is a methylthio group, R.sup.1, R.sup.2 and R.sup.3 are R.sup.11, R.sup.22 and R.sup.33 wherein R.sup.11 represents a halo-(C.sub.1 to C.sub.6)-alkoxy group at the ortho or meta position, R.sup.22 and R.sup.33, which may be either the same or different, each represents a hydrogen atom, a halogen atom, a (C.sub.1 to C.sub.2)-alkyl group, a halo-(C.sub.1 to C.sub.2)-alkyl group, a (C.sub.1 to C.sub.2)-alkoxy group, or a halo-(C.sub.1 to C.sub.2)-alkoxy group, and both of R.sup.22 and R.sup.33, if each representing a substituent other than a hydrogen atom, are not at the ortho position for the pyrimidine ring at the same time.

  公开了一种化合物，其化学式为：##STR1##其中R.sup.1代表在邻位或间位具有卤代（C.sub.1到C.sub.6）-烷氧基团，R.sup.2和R.sup.3可以相同也可以不同，分别代表氢原子、卤素原子、（C.sub.1到C.sub.2）-烷基团、卤代（C.sub.1到C.sub.2）-烷基团、（C.sub.1到C.sub.2）-烷氧基团、硝基、（C.sub.1到C.sub.2）-烷基硫基团、卤代（C.sub.1到C.sub.2）-烷基硫基团或卤代（（C.sub.1到C.sub.2）-烷氧基团），前提是如果R.sup.2和R.sup.3都代表除氢原子外的取代基，则它们不同时位于嘧啶环的邻位位置，并且W.sup.1代表甲烷磺酰基或甲硫基；前提是当W.sup.1为甲硫基时，R.sup.1、R.sup.2和R.sup.3分别为R.sup.11、R.sup.22和R.sup.33，其中R.sup.11代表在邻位或间位具有卤代（C.sub.1到C.sub.6）-烷氧基团，R.sup.22和R.sup.33可以相同也可以不同，分别代表氢原子、卤素原子、（C.sub.1到C.sub.2）-烷基团、卤代（C.sub.1到C.sub.2）-烷基团、（C.sub.1到C.sub.2）-烷氧基团或卤代（C.sub.1到C.sub.2）-烷氧基团，并且如果R.sup.22和R.sup.33都代表除氢原子外的取代基，则它们不同时位于嘧啶环的邻位位置。
• 5-substituted-2,4-diphenyl-pyrimidine derivatives, their production and herbicidal use
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0354766A2

  公开（公告）日：1990-02-14

  Herbicidal compounds are of the formula: where R¹ = C1-3 alkyl, C1-6 alkoxy which may contain an un­saturated bond, C1-2 alkylthio, C1-3 alkylcarboxy or C1-­3 alkylsulfonyloxy, all of which may be halo-substituted, C1-2 alkoxy-C1-2 alkoxy, C1-3 alkoxycarbonyl, hydroxycarbonyl, -CN, aminomethyl or o-or p-CH₂OH; R² = C1-2 alkyl, C1-2 alkoxy or C1-2 alkythio all of which may be halo-substituted, or a halogen atom; and one of R¹ and R² can be hydrogen; R³ = C1-2 alkyl. Five syntheses are described, (A) from precursor where R³ is -CH₃ by reaction with R³O Metal in an inert solvent at 20-100°C for 0.5-­5 hrs; (B) from R¹ is -OH by reaction with a C2-C6 (halo) olefin, in an inert solvent at 30-150°C for 1-100 hrs; (C) from R¹ is C1-3 (halo) alkylsulfonyloxy at the o- or m-position, with or without an inert solvent in presence of a base at 0-50°C for 0.5-5 hrs; (D) from R¹ is C1-C6 (unsaturated) alkoxy at o- or m-­position, by reaction with an alkyl, alkenyl or alkynyl halide, in an inert solvent in presence of a base at 20-150°C for 0.5-5 hrs. (E) from R¹= C1-3 acyl by reaction with a diacyl ether, with or without an inert solvent and in presence of an acid catalyst at 0-100°C for 0.5-30 hrs. The compounds are formulated with solid or liquid carriers or diluents into herbicidal compositions and are useful for control of weeds.

  除草化合物的化学式如下 其中 R¹ = C1-3 烷基、可能含有不饱和键的 C1-6 烷氧基、C1-2 烷硫基、C1-3 烷基羧基或 C1-3 烷基磺酰氧基，所有这些烷氧基都可能被卤代、C1-2 烷氧基-C1-2 烷氧基、C1-3 烷氧基羰基、羟基羰基、-CN、氨甲基或 o-or p-CH₂OH ； R² = C1-2烷基、C1-2烷氧基或C1-2烷硫基，所有这些都可以是卤代，或卤原子； R¹ 和 R² 中的一个可以是氢； R³ = C1-2 烷基。 本文介绍了五种合成方法、 (A) 由 R³ 为-CH₃的前体与 R³O Metal 在 20-100°C 的惰性溶剂中反应 0.5-5 小时； (B) R¹为-OH，与 C2-C6（卤代）烯烃在 30-150°C 的惰性溶剂中反应 1-100 小时； (C) R¹ 的 o 位或 m 位为 C1-3（卤代）烷基磺酰氧基，在有或没有惰性 溶剂、有碱存在的情况下，在 0-50°C 下反应 0.5-5 小时； (D) R¹ 在 o 位或 m 位为 C1-C6（不饱和）烷氧基，与烷基、烯基或炔基卤化物反应，在有碱存在的惰性溶剂中，20-150℃，0.5-5 小时。 (E) R¹= C1-3酰基与二乙酰基醚反应，可使用或不使用惰性溶剂，并在酸催化剂存在下，在 0-100°C 下反应 0.5-30 小时。 这些化合物与固体或液体载体或稀释剂配制成除草组合物，可用于控制杂草。