1,3-bis(iodomethyl)-5-methyl-benzene | 90678-51-6

• 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: 1,3-bis(iodomethyl)-5-methyl-benzene
• 英文别名: 1,3-Bis(iodomethyl)-5-methylbenzene
• CAS: 90678-51-6
• 化学式: C₉H₁₀I₂
• 分子量: 371.987
• InChiKey: YIWKKYWOXUVLRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,3-bis(iodomethyl)-5-methyl-benzene 生成 5-methyl-m-xylene biradical
  参考文献：
  名称：

  三价1,3,5-三亚甲基苯的分离与表征

  摘要：

  首次分离出高度对称的四元基三自由基三亚甲基苯（参见结构）。尽管它具有开壳特性，但它在光化学上是稳定的，这使其成为磁性材料的有前途的构建基块。

  DOI：

  10.1002/anie.201001393

文献信息

• Process for the Preparation of 2,2'-[5-(1H-1,2,4-Triazole-1-Ylmethyl) -1,3-Phenylene] Di (2-Methylpropionitrile)
  申请人：Radhakrishnan Tarur Venkatasubramanian

  公开号：US20080207915A1

  公开（公告）日：2008-08-28

  The present invention discloses a process for the preparation of Anastrozole of the formula I in high purity and in high yield. 3,5-bis(halomethyl)toluene is prepared by reacting mesitylene with N-halosuccinimide in the presence of light or dibenzoyl peroxide or azobis isobutyronitrile as a catalyst and in a chlorinated solvent. 3,5-bis(halomethyl)toluene is cyanated with metal cyanide in the presence of a catalyst and in water, organic solvent or mixture thereof at temperature of 40 to 60° C. to obtain 2,2′-(5-methyl-1,3 phenylene)diacetonitrile which is further methylated with iodomethane in the presence of base and an organic solvent at temperature of 0 to 15° C. to obtain 2,2′-(5-methyl-1,3-phenylene)di(2-methyl-propiononitrile). The product obtained is treated with N-halosuccinimide in the presence of a catalyst and in a chlorinated solvent at temperature of 60 to 100° C. to obtain 2,2′-(5-halomethyl-1,3-phenylene)di(2-methyl propionitrile) which was further treated with potassium or sodium salt 1,2,4-triazole at temperature of 20 to 50° C. in dimethyl formamide to obtain crude 2,2′-[5-( 1 H-1,2,4-triazole-1-ylmethyl)-1,3-phenylene]di(2-methyl-propionitrile). The crude product is purified by column chromatography using a stationary phase and a mobile phase followed by recrystallization with a solvent or mixture of solvents to obtain highly pure Anastrozole.

  本发明揭示了一种制备高纯度和高产率的化学式I的阿那曲唑的方法。首先，通过将间二甲苯与N-卤代琥珀酰亚胺在光照或二苯甲酰过氧化物或异丁腈偶氮叔丁酰胺存在下在氯化溶剂中反应制备3,5-双(卤甲基)甲苯。然后，在催化剂的存在下，将3,5-双(卤甲基)甲苯与金属氰化物在水、有机溶剂或二者混合物中在40至60°C的温度下反应，得到2,2′-(5-甲基-1,3-苯基)双乙腈。接着，在碱和有机溶剂存在下，在0至15°C的温度下，将2,2′-(5-甲基-1,3-苯基)双乙腈与碘甲烷反应甲基化，得到2,2′-(5-甲基-1,3-苯基)双(2-甲基-丙酰亚胺)。随后，将所得产物在催化剂的存在下，在60至100°C的温度下，与N-卤代琥珀酰亚胺在氯化溶剂中反应，得到2,2′-(5-卤甲基-1,3-苯基)双(2-甲基丙腈)。最后，将该产物与钾盐或钠盐1,2,4-三唑在20至50°C的温度下在二甲基甲酰胺中反应，得到粗的2,2′-[5-(1H-1,2,4-三唑-1-基甲基)-1,3-苯基]双(2-甲基丙腈)。通过柱层析和再结晶，使用固定相和流动相纯化粗产品，最终获得高纯度的阿那曲唑。
• NITROGEN-CONTAINING FUSED RING COMPOUND AND USE THEREOF
  申请人：Japan Tobacco, Inc.

  公开号：EP1820515A1

  公开（公告）日：2007-08-22

  A URAT1 activity inhibitor containing a nitrogen-containing fused ring compound represented by the following formula [1]: wherein each symbol is as defined in the description. The present invention is useful for the prophylaxis or treatment of pathology showing involvement of uric acid, such as hyperuricemia, gouty tophus, acute gouty arthritis, chronic gouty arthritis, gouty kidney, urolithiasis, renal function disorder, coronary artery disease, ischemic heart disease and the like.

  一种 URAT1 活性抑制剂，含有下式[1]代表的含氮融合环化合物： 其中各符号如描述中所定义。本发明可用于预防或治疗尿酸参与的病变，如高尿酸血症、痛风性头痛、急性痛风性关节炎、慢性痛风性关节炎、痛风性肾、尿路结石、肾功能紊乱、冠状动脉疾病、缺血性心脏病等。
• [EN] PROCESS FOR THE PREPARATION OF 2,2'-[5-(1,2,4-TRIAZOLE-1-YLMETHYL) -1,3-PHENYLENE] DI (2-METHYLPROPIONITRILE).<br/>[FR] PROCEDE DE PREPARATION DE 2,2'-[5-(1,2,4-TRIAZOLE-1-YLMETHYL)-1,3-PHENYLENE]DI(2-METHYLPROPIONITRILE).
  申请人：USV LTD

  公开号：WO2007039913A1

  公开（公告）日：2007-04-12

  [EN] The present invention discloses a process for the preparation of Anastrozole of the formula I in high purity and in high yield. 3,5-bis(halomethyl)toluene is prepared by reacting mesitylene with N-halosuccinimide in the presence of light or dibenzoyl peroxide or azobis isobutyronitrile as a catalyst and in a chlorinated solvent. 3,5-bis(halomethyl)toluene is cyanated with metal cyanide in the presence of a catalyst and in water, organic solvent or mixture thereof at temperature of 40 to 60° C to obtain 2,2'-(5-methyl-l,3 phenylene)diacetonitrile which is further methylated with iodomethane in the presence of base and an organic solvent at temperature of 0 to 15° C to obtain 2,2'-(5-methyl-l,3-phenylene)di(2-methyl-propiononitrile). The product obtained is treated with N-halosuccinimide in the presence of a catalyst and in a chorinated solvent at temperature of 60 to 100° C to obtain 2,2'-(5-halomethyl-l,3-phenylene)di(2-methyl propionitrile) which was further treated with potassium or sodium salt 1,2,4-triazole at temperature of 20 to 50° C in dimethyl formamide to obtain crude 2,2'-[5-(lH-l,2,4-triazole-l-ylmethyl)-l,3-phenylene]di(2- methylpropionitrile). The crude product is purified by column chromatography using a stationary phase and a mobile phase followed by recrystallization with a solvent or mixture of solvents to obtain highly pure Anastrozole.
  [FR] L'invention concerne un procédé permettant de préparer un anastrozole représenté par la formule (I) à pureté et à rendement élevés. On prépare un 3,5-bis(halomethyl)toluène par réaction d'un mésitylène avec N-halosuccinimide en présence de lumière ou d'un peroxyde de dibenzoyle ou d'un azobis-isobutyronitrile utilisé comme catalyseur et dans un solvant chloré. Ledit 3,5-bis(halomethyl)toluène est cyanaté au moyen d'un cyanure de métal en présence d'un catalyseur et dans l'eau, d'un solvant organique ou d'un mélange des éléments précités à une température comprise entre 40 et 60° C afin d'obtenir un 2,2'-(5-methyl-1,3 phenylene)diacétonitrile qui est ensuite méthylé au moyen d'un iodométhane en présence d'une base et d'un solvant organique à une température comprise entre 0 et 15° C afin d'obtenir un 2,2'-(5-methyl-1,3-phenylene)di(2-methyl-propiononitrile). Le produit obtenu est traité à l'aide d'un N-halosuccinimide en présence d'un catalyseur dans un solvant chloré à une température comprise entre 60 et 100° C afin d'obtenir un 2,2'-(5-halomethyl-1,3-phenylene)di(2-methyl propionitrile) qui est ensuite traité par un 1,2,4-triazole de sel de potassium ou sodium à une température comprise entre 20 et 50° C dans un diméthyle formamide afin d'obtenir un 2,2'-[5-(lH-l,2,4-triazole-1-ylmethyl)-l,3-phenylene]di(2- methylpropionitrile) brut. Le produit brut est purifié par chromatographie sur colonne à l'aide d'une phase fixe et d'une phase mobile suivies d'une recristallisation avec un solvant ou un mélange de solvants afin d'obtenir un anastrozole très pur.
• [EN] FAP INHIBITORS<br/>[FR] INHIBITEURS FAP
  申请人：FERRING BV

  公开号：WO2007085895A2

  公开（公告）日：2007-08-02

  [EN] The present invention concerns compounds, which find utility, preferably for the treatment of cancer.
  [FR] La présente invention concerne des composés qui sont utiles, de préférence, dans le traitement de cancers.