3-hydroxymethyl-1-(2-propynyl)imidazolidine-2,4-dione | 70062-42-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-hydroxymethyl-1-(2-propynyl)imidazolidine-2,4-dione
• 英文别名: (1-propargyl-2,4-dioxo-imidazolidin-3-yl)-methanol；(2,4-dioxo-1-propargyl-3-imidazolidinyl)methanol；[3-propargyl-2,5-dioxo-imidazolidinyl]-methanol；3-hydroxymethyl-1-propargylimidazolidine-2,4-dione；2,5-dioxo-1-hydroxymethyl-3-(2-propynyl)-imidazole；2,4-Imidazolidinedione, 3-(hydroxymethyl)-1-(2-propynyl)-；3-(hydroxymethyl)-1-prop-2-ynylimidazolidine-2,4-dione
• CAS: 70062-42-9
• 化学式: C₇H₈N₂O₃
• 分子量: 168.152
• InChiKey: PAMSSNKQWFKNCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R)-trans-3-((Z)-2-cyano-1-propenyl)-2,2-dimethylcyclopropane carboxylic acid 、 3-hydroxymethyl-1-(2-propynyl)imidazolidine-2,4-dione 在 4-二甲氨基吡啶 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 (2,5-dioxo-3-prop-2-ynylimidazolidin-1-yl)methyl (1R,3R)-3-[(Z)-2-cyanoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
  参考文献：
  名称：

  [EN] CYCLOPROPANECARBOXYLIC ACID ESTER DERIVATIVES AND THEIR USE AS PEST CONTROL AGENTS
  [FR] COMPOSÉ ESTER ET UTILISATION DE CELUI-CI

  摘要：

  公开号：

  WO2010087419A3

文献信息

• [EN] ESTER COMPOUND AND USE THEREOF<br/>[FR] COMPOSÉ ESTER ET SON UTILISATION
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2013027864A1

  公开（公告）日：2013-02-28

  An ester compound represented by formula (1): wherein Q represents N(CH2C≡CH)-CH2-C*(=O) or N(CH2C≡CH)-C(CH3)=N* (where, * represents a binding position with N atom being adjacent to a carbonyl group); R3 represents a C1-C4 alkyl group; and a relative configuration between the substituent at the 1-position of the cyclopropane ring and the substituent at the 3-position of the cyclopropane ring is a trans configuration, has an excellent pest control effect.

  公式（1）所代表的酯类化合物：其中Q代表N（CH2C≡CH）-CH2-C*（=O）或N（CH2C≡CH）-C（CH3）= N*（其中，*代表与N原子相邻的羰基基团结合位置）；R3代表C1-C4烷基；并且环丙烷环的1位取代基和3位取代基之间的相对构型为反式构型，具有优异的杀虫效果。
• Certain cyclopropyl dicarboxylates having pesticidal and insecticidal
  申请人：Roussel Uclaf

  公开号：US04732903A1

  公开（公告）日：1988-03-22

  Novel isomers and mixtures thereof of cyclopropane carboxylic acid derivatives with a 3-unsaturated side chain of the formula ##STR1## wherein A' is selected from the group consisting of wherein B is selected from the group consisting of --CH.sub.2 --, ##STR2## --O-- and --S--, R.sub.4 is selected from the group consisting of hydrogen, --CH.sub.3,--C.tbd.N--CONH.sub.2, --CSNH.sub.2 and --C.tbd.CH, n is an integer from 0, 1 or 2 and R.sub.5 is selected from the group consisting of halogen and --CH.sub.3 ##STR3## wherein R.sub.13 is selected from the group consisting of hydrogen and ##STR4## wherein R.sub.13 has the above definition and the benzoyl is in the 3- or 4-position, ##STR5## wherein R.sub.14 is selected from the group consisting of hydrogen, methyl, ethynyl and --CN and R.sub.15 and R.sub.16 are individually selected from the group consisting of hydrogen, bromine and fluorine and ##STR6## wherein R.sub.14 has the above definition, p is 0, 1 or 2, each R.sub.17 is selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, --CF.sub.3, 3,4-methylenedioxy, chlorine, bromine and fluorine B' is selected from the group consisting of --O-- and --S-- and R is selected from the group consisting of alkyl of 1 to 18 carbon atoms substituted with one or more, optionally different functional groups, aryl of 6 to 14 carbon atoms optionally substituted with one or more optionally different functional groups, the double bond having Z or E geometry having insecticidal and nematocidal activity as well as plant and animal acaricidal activity and their preparation.

  环丙烷羧酸衍生物的新异构体和混合物，其具有式（I）的3-不饱和侧链，其中A'选择自下列组中的一种：其中B选择自下列组中的一种：--CH.sub.2 --，##STR2## --O--和--S--，R.sub.4选择自下列组中的一种：氢，--CH.sub.3，--C.tbd.N--CONH.sub.2，--CSNH.sub.2和--C.tbd.CH，n为0、1或2的整数，R.sub.5选择自下列组中的一种：卤素和--CH.sub.3 ##STR3##其中R.sub.13选择自下列组中的一种：氢和##STR4##其中R.sub.13具有上述定义，苯甲酰在3-或4-位，##STR5##其中R.sub.14选择自下列组中的一种：氢，甲基，乙炔基和--CN，R.sub.15和R.sub.16分别选择自下列组中的一种：氢、溴和氟，以及##STR6##其中R.sub.14具有上述定义，p为0、1或2，每个R.sub.17选择自下列组中的一种：1至4个碳原子的烷基，1至4个碳原子的烷氧基，1至4个碳原子的烷硫基，1至4个碳原子的烷基磺酰基，--CF.sub.3，3,4-亚甲二氧基，氯，溴和氟，B'选择自下列组中的一种：--O--和--S--，R选择自下列组中的一种：带有一个或多个、可选择不同的官能团的1至18个碳原子的烷基，6至14个碳原子的芳基，可选择不同的官能团进行取代，双键具有Z或E几何构型，具有杀虫、杀线虫活性以及植物和动物螨虫活性，以及它们的制备。
• 2,4-Imidazolidinedionylmethyl esters and thiolesters of anilino acids
  申请人：Zoecon Corporation

  公开号：US04200758A1

  公开（公告）日：1980-04-29

  2,4-Imidazolidinedionylmethyl esters and thiolesters of amino acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.

  2,4-咪唑烷二酮甲基酯和氨基酸的硫醇酯，其中间体，其合成方法以及所述酯和硫醇酯和组合物的使用，用于控制害虫。
• Insecticidal esters
  申请人：Roussel Uclaf

  公开号：US04489093A1

  公开（公告）日：1984-12-18

  Novel esters in all possible isomeric forms of the formula ##STR1## wherein R is selected from the group consisting of (a) optionally unsaturated alkyl of 1 to 8 carbon atoms and optionally unsaturated cycloalkyl or cycloalkyl-alkyl of 3 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen, ##STR2## aryl optionally substituted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, ##STR3## R' is alkyl of 1 to 8 carbon atoms, R" and R"' are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, AlK.sub.1, AlK.sub.2 and AlK.sub.3 are individually alkyl of 1 to 18 carbon atoms (b) aryl of 6 to 14 carbon atoms optionally substituted with at least one substituent selected from the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --OCF.sub.3, --CF.sub.3 and --SCF.sub.3 and (c) heterocycle optionally substituted with at least one member of the group consisting of --OH, alkoxy of 1 to 8 carbon atoms, alkyl of 1 to 8 carbon atoms, halogen, --CF.sub.3, --OCF.sub.3 and --SCF.sub.3, B is selected from the group consisting of optionally unsaturated alkyl of 1 to 18 carbon atoms, optionally unsaturated cycloalkyl of 3 to 18 carbon atoms and the remainder of an alcohol used in synthesis of pyrethrinoid esters, X is halogen and the ethylenic double bond may have Z or E geometry having parasitic activity, especially insecticidal acaricidal and nematocidal activity.

  公式为##STR1##的所有可能异构体的新酯，其中R选择自以下组：(a) 1到8个碳原子的可选不饱和烷基和可选不饱和3到8个碳原子的环烷基或环烷基烷基，可选用以下组的至少一种成员取代：卤素，##STR2##芳基，可选用以下组的至少一种成员取代：--OH、1到8个碳原子的烷氧基、1到8个碳原子的烷基、卤素、##STR3## R'是1到8个碳原子的烷基，R"和R"'分别选择自氢和1到8个碳原子的烷基组，AlK.sub.1、AlK.sub.2和AlK.sub.3分别为1到18个碳原子的烷基；(b) 6到14个碳原子的芳基，可选用以下组的至少一种取代基：--OH、1到8个碳原子的烷氧基、1到8个碳原子的烷基、卤素、--OCF.sub.3、--CF.sub.3和--SCF.sub.3；(c) 可选用以下组的至少一种成员取代的杂环：--OH、1到8个碳原子的烷氧基、1到8个碳原子的烷基、卤素、--CF.sub.3、--OCF.sub.3和--SCF.sub.3，B选择自以下组：1到18个碳原子的可选不饱和烷基、3到18个碳原子的可选不饱和环烷基和用于拟除虫菊酯酯合成的醇的剩余部分，X为卤素，乙烯双键可能具有Z或E几何形状，具有寄生活性，特别是杀虫剂、杀螨剂和杀线虫剂活性。
• Pesticidal cyclopropanecarboxylates
  申请人：Uclaf; Roussel

  公开号：US04777180A1

  公开（公告）日：1988-10-11

  Novel esters in all stereoisomeric forms and mixtures of said isomers of the formula ##STR1## wherein one of X and Y is ##STR2## and the other is selected from the group consisting of --CH.sub.2 --, --CH.sub.2 --CH.sub.2 -- and --CH.sub.2 --CH.sub.2 --CH.sub.2 --, n is an integer from 2 to 3 and R.sub.1 is selected from the group consisting of alkyl of 1 to 3 carbon atoms and alkenyl and alkynyl of 2 to 3 carbon atoms having pesticidal activity.

  该专利描述了一种新的酯类化合物，其具有多种立体异构体形式和它们的混合物，化学式为##STR1##其中X和Y中的一个是##STR2##另一个选自--CH.sub.2 --、--CH.sub.2 --CH.sub.2 --和--CH.sub.2 --CH.sub.2 --CH.sub.2 --的群组，n是2到3之间的整数，R.sub.1选自具有杀虫活性的1到3个碳原子的烷基、2到3个碳原子的烯基和炔基的群组。