2-Ethyl-2,6-dimethyl-4-oxo-4H-1,3-dioxin | 83559-35-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Ethyl-2,6-dimethyl-4-oxo-4H-1,3-dioxin
• 英文别名: 2-ethyl-2,6-dimethyl-4H-1,3-dioxin-4-one；2-ethyl-2,6-dimethyl-[1,3]dioxin-4-one；2-Aethyl-2,6-dimethyl-[1,3]dioxin-4-on；2-ethyl-2,6-dimethyl-1,3-dioxin-4-one
• CAS: 83559-35-7
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: MBIWWPKSHKFRRK-UHFFFAOYSA-N

物化性质

• 沸点：
  70-74 °C(Press: 5 Torr)
• 密度：
  1.065 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Ethyl-2,6-dimethyl-4-oxo-4H-1,3-dioxin 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 以82%的产率得到3-(2-Chlorphenyl)-carbamoyl-2,6-dimethyl-pyron-(4)
  参考文献：
  名称：

  Process for preparing pyrone-3-carboxamide compounds

  摘要：

  一种制备式（IV）的吡喃-3-甲酰胺化合物的新工艺：其中R.sub.1是芳基或杂环基（可选择性取代），R.sub.2是烷基、芳基烷基或类似基团，包括将式（I）或（I'）的化合物与式（II）的化合物反应，其中R.sub.3是二烷基氨基基团，n为0至6，R.sub.1和R.sub.2如上所述，或者将式（III）的化合物与式（II）的化合物或二酮酸酯在三级有机碱存在下反应，其中R.sub.4和R.sub.5是氢原子、烷基或类似基团，R.sub.6是烷基、芳基或类似基团，R.sub.1和R.sub.2如上所述。

  公开号：

  US04739083A1
• 作为产物：
  描述：

  双乙烯酮 在 对甲苯磺酸 、 丁酮 作用下， 生成 2-Ethyl-2,6-dimethyl-4-oxo-4H-1,3-dioxin
  参考文献：
  名称：

  The Reactions of Diketene with Ketones¹

  摘要：

  DOI：

  10.1021/ja01117a076
• 作为试剂：
  描述：

  3-oxo-N-phenylhexanamide 、 偏二甲肼 在 偏二甲肼 、 水 、 甲苯 、 2-Ethyl-2,6-dimethyl-4-oxo-4H-1,3-dioxin 作用下， 以 甲苯 为溶剂， 反应 11.0h， 以to obtain 1.32 g (Yield: 49%) of the title compound的产率得到6-Methyl-4-oxo-N-phenyl-2-propyl-4H-pyran-3-carboxamide
  参考文献：
  名称：

  Process for preparing pyrone-3-carboxamide compounds

  摘要：

  一种制备式（IV）的吡喃酮-3-羧酰胺化合物的新工艺，其中R1为芳基或杂环基，可选地取代，R2为烷基、芳基烷基或类似基团，包括将式（I）或（I'）的化合物：其中R3为二烷基氨基团，n为0至6，R1和R2如上所述，与式（II）的化合物反应：其中R4和R5为氢原子、烷基或类似基团，或将式（III）的化合物：其中R6为烷基、芳基或类似基团，R1和R2如上所述，与式（II）或二酮在三级有机碱的存在下反应。

  公开号：

  US04739083A1

文献信息

• Pyrone-3-carboxamide compounds and herbicidal composition thereof
  申请人：Daicel Chemical Industries Ltd.

  公开号：US04886546A1

  公开（公告）日：1989-12-12

  A compound of the formula (I) ##STR1## wherein (1) when R.sub.1 is a C.sub.2-11 alkyl, a lower alkenyl, a lower alkynyl, a cycloalkyl, a lower alkoxyalkyl, an aralkyl which may be substituted, a lower haloalkyl or a 5 or 6 membered heterocycle; R.sub.2, R.sub.3 and R.sub.4 are the same or different, hydrogen, a halogen, cyano, nitro, amino, a lower alkyl, a lower haloalkyl, hydroxy, a lower alkoxy, an aryloxy, carboxy, or a lower alkoxycarbonyl; R.sub.5 is hydrogen, a halogen, a C.sub.1-11 alkyl, an aryl which may be substituted, an aralkyl which may be substituted; R.sub.6 is a C.sub.1-11 alkyl, a lower alkenyl, a lower alkynyl, a cycloalkyl, a lower alkoxyalkyl, an aryl which may be substituted, an aralkyl which may be substituted, a lower haloalkyl, or a 5 or 6 membered heterocycle; or R.sub.5 and R.sub.6 may be combined to form a group of --(CH.sub.2).sub.m -- (m is 3 or 4); (2) when R.sub.1 is an aryl which may be substituted; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 have the same meanings as defined above; R.sub.6 is a C.sub.1-11 alkyl, a lower alkenyl, a lower alkynyl, a cycloalkyl, a lower alkoxyalkyl, an aralkyl which may be substituted, a haloalkyl or a 5 or 6 membered heterocycle, or R.sub.5 and R.sub.6 may be combined to form a group of --(CH.sub.2).sub.m -- (m is 3 or 4); (3) when R.sub.1 is methyl; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 have the same meanings as defined above; R.sub.6 is a C.sub.2-12 alkyl, a lower alkenyl, a lower alkynyl, a cycloalkyl, a lower alkoxyalkyl, an aryl which may be substituted, an aralkyl which may be substituted, a lower haloalkyl or a 5 or 6 membered heterocycle or R.sub.5 and R.sub.6 may be combined to form a group of --(CH.sub.2).sub.m -- (m is 3 or 4); or (4) when R.sub.1 and R.sub.6 are methyl; R.sub.2, R.sub.3 and R.sub.4 have the same meanings as defined above; R.sub.5 is a halogen, a C.sub.1-11 alkyl, an aryl which may be substituted or an aralkyl which may be substituted, which is useful as herbicide.

  式（I）的化合物 ##STR1## 其中（1）当 R.sub.1 是 C.sub.2-11 烷基、较低烯基、较低炔基、环烷基、较低烷氧基烷基、可能被取代的芳基、较低卤代烷基或 5 或 6 成员杂环时；R.sub.2、R.sub.3 和 R.sub.4 相同或不同，氢、卤素、氰基、硝基、氨基、较低烷基、较低卤代烷基、羟基、较低烷氧基、芳氧基、羧基或较低烷氧羰基；R.sub.5 是氢、卤素、C.sub.1-11 烷基、可能被取代的芳基、可能被取代的芳基；R.sub.6 是 C.sub.1-11 烷基、较低烯基、较低炔基、环烷基、较低烷氧基烷基、可能被取代的芳基、可能被取代的芳基、较低卤代烷基或 5 或 6 成员杂环；或 R.sub.5 和 R.sub.6 可以结合形成一个群体 --(CH.sub.2).sub.m --（m 为 3 或 4）；（2）当 R.sub.1 是可能被取代的芳基时；R.sub.2、R.sub.3、R.sub.4 和 R.sub.5 的含义与上述定义相同；R.sub.6 是 C.sub.1-11 烷基、较低烯基、较低炔基、环烷基、较低烷氧基烷基、可能被取代的芳基、卤代烷基或 5 或 6 成员杂环，或 R.sub.5 和 R.sub.6 可以结合形成一个群体 --(CH.sub.2).sub.m --（m 为 3 或 4）；（3）当 R.sub.1 是甲基时；R.sub.2、R.sub.3、R.sub.4 和 R.sub.5 的含义与上述定义相同；R.sub.6 是 C.sub.2-12 烷基、较低烯基、较低炔基、环烷基、较低烷氧基烷基、可能被取代的芳基、可能被取代的芳基、较低卤代烷基或 5 或 6 成员杂环或 R.sub.5 和 R.sub.6 可以结合形成一个群体 --(CH.sub.2).sub.m --（m 为 3 或 4）；或（4）当 R.sub.1 和 R.sub.6 是甲基时；R.sub.2、R.sub.3 和 R.sub.4 的含义与上述定义相同；R.sub.5 是卤素、C.sub.1-11 烷基、可能被取代的芳基或可能被取代的芳基，可用作除草剂。
• Felkin−Anh Stereoselectivity in Cycloadditions of Acetylketene:  Evidence for a Concerted, Pseudopericyclic Pathway
  作者：William Shumway、Sihyun Ham、Jessica Moer、Bruce R. Whittlesey、David M. Birney

  DOI：10.1021/jo0002644

  日期：2000.11.1

  The cycloadditions of acetylketene with alpha-chiral aldehydes and ketones are shown to be diastereoselective, forming a tertiary or quaternary chiral center at an acetal or ketal carbon with good stereocontrol. X-ray crystallography of a minor product (5b) shows that the major products (e.g., 4b) are those predicted by the Felkin-Anh model. Transition states are reported at the MP2/6-31G level for

  乙酰基乙烯酮与α-手性醛和酮的环加成显示为非对映选择性的，在乙醛或缩酮碳上形成具有良好立体控制的叔或季手性中心。次要产品的X射线晶体学（5b）表明主要产品（例如4b）是由Felkin-Anh模型预测的产品。据报道，在向乙炔基乙烯中添加乙醛时，在MP2 / 6-31G处有过渡态；对于2-苯基丙醛，则在B3LYP / 6-31G处有过渡态。反应物和产物的基态构象用于合理化过渡态的相对能量和几何形状，而无需引用Cieplak假设。然而，在α-氧杂环丁烯上的手性取代基没有显示非对映选择性。
• Pyridine-3-carboxamide derivatives
  申请人：Daicel Chemical Industries Ltd.

  公开号：US04844732A1

  公开（公告）日：1989-07-04

  A compound of the formula (I) ##STR1## or a salt thereof, wherein R is hydrogen atom, phenyl group which may be substituted freely or a group of --(CH.sub.2).sub.n --R.sub.1 wherein n is an interger from 1 to 3 and R.sub.1 is hydrogen atom, hydroxy group, lower alkoxy group, mercapto group, lower alkylthio group, amino group, di-lower alkylamino group, C.sub.3-11 alkyl group, lower alkenyl group, lower alkynyl group, cycloalkyl group, 5- or 6-membered heterocyclic group, or phenyl group which may be substituted by one or two substituents of halogen, lower alkyl or lower alkoxy; R.sub.2 and R.sub.7 are different, hydrogen atom, C.sub.1-11 alkyl group, lower alkenyl group, lower alkynyl group, cycloalkyl group, lower alkoxyalkyl group, lower alkylthioalkyl group, phenyl group whch may be substiuted freely, aralkyl group whose nucleus may be substituted by one or two substituents of halogen, lower alkyl or lower alkoxy or haloalkyl gorup or 5- or 6-membered heterocyclic group; R.sub.3, R.sub.4 and R.sub.5 are, the same or different, hydrogen atom, halogen atom, cyano group, nitro group, amino group, lower alkyl group, lower haloalkyl group, hydroxy group, lower alkoxygroup, aryloxy group, carboxy group or lower alkoxycarbonyl group; R.sub.6 is hydrogen atom, halogen atom, lower alkyl group, phenyl group which may be substituted freely or aralkyl group which may be substituted freely; or R.sub.6 and R.sub.7 may be combined to form a group of --(CH.sub.2).sub.m --(m is 3 or 4), which is useful e.g., a plant growth inhibitor.

  化合物的公式(I) ##STR1## 或其盐，其中R为氢原子，苯基可自由取代或--(CH.sub.2).sub.n --R.sub.1基团，其中n为1至3的整数，R.sub.1为氢原子，羟基，低烷氧基，硫巴甲基，低烷基硫基，氨基，二低烷氨基，C.sub.3-11烷基，低烯基，低炔基，环烷基，5-或6-成员杂环基或苯基，其可以被卤素，低烷基或低烷氧基的一个或两个取代基所取代；R.sub.2和R.sub.7不同，为氢原子，C.sub.1-11烷基，低烯基，低炔基，环烷基，低烷氧基烷基，低烷硫基烷基，苯基可自由取代，其核可以被卤素，低烷基或低烷氧基或卤代烷基或5-或6-成员杂环基所取代；R.sub.3，R.sub.4和R.sub.5相同或不同，为氢原子，卤素原子，氰基，硝基，氨基，低烷基，低卤代烷基，羟基，低烷氧基，芳氧基，羧基或低烷氧羰基；R.sub.6为氢原子，卤素原子，低烷基，苯基可自由取代或苯基可自由取代的芳基烷基；或R.sub.6和R.sub.7可以结合成为--(CH.sub.2).sub.m --(m为3或4)的基团，例如用作植物生长抑制剂。
• Condensed heterocyclic compounds, a process for preparing the same and a
  申请人：Daicel Chemical Industries Ltd.

  公开号：US04936121A1

  公开（公告）日：1990-06-26

  A compound of the formula (I) ##STR1## where A is an alkylene or alkenylene group, R.sub.1 is an aryl group which may be substituted, R.sub.2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a halogenated lower alkyl group, a cycloalkyl group, a lower alkoxyalkyl group, a lower alkylthioalkyl group, a phenyl group which may be substituted or an aralkyl group which may be substituted, R.sub.3 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a halogenated lower alkyl group, or R.sub.2 and R.sub.3 may be combined to form a group of --(CH.sub.2).sub.n --(n is 3 or 4), or salt thereof, which is useful as a herbicide.

  化合物的式子(I) ##STR1## 其中A是一个烷基或烯基基团，R.sub.1是一个可以被取代的芳基基团，R.sub.2是氢原子，低碳烷基基团，低碳烯基基团，低碳炔基基团，卤代低碳烷基基团，环烷基团，低碳烷氧基烷基团，低碳烷硫基烷基团，可以被取代的苯基团或可以被取代的芳基烷基团，R.sub.3是氢原子，卤原子，低碳烷基基团，低碳烯基基团，低碳炔基基团或卤代低碳烷基基团，或者R.sub.2和R.sub.3可以结合形成一个--(CH.sub.2).sub.n--（n为3或4）的基团，或其盐，可用作除草剂。
• Pyridine-3-carboxamide derivatives having plant growth inhibiting
  申请人：Daicel Chemical Industries, Ltd.

  公开号：US04943314A1

  公开（公告）日：1990-07-24

  A compound of the formula (I) ##STR1## or a salt thereof, wherein R is hydrogen atom, phenyl group which may be substituted freely or a group of --(CH.sub.2).sub.n --R.sub.1 wherein n is an interger from 1 to 3 and R.sub.1 is hydrogen atom, hydroxy group, lower alkoxy group, mercapto group, lower alkylthio group, amino group, di-lower alkylamino group, C.sub.3-11 alkyl group, lower alkenyl group, lower alkynyl group, cycloalkyl group, 5- or 6-membered heterocyclic group, or phenyl group which may be substituted by one or two substituents of halogen, lower alkyl or lower alkoxy; R.sub.2 and R.sub.7 are different, hydrogen atom, C.sub.1-11 alkyl group, lower alkenyl group, lower alkylyl group, cycloalkyl group, lower alkoxyalkyl group, lower alkylthioalkyl group, phenyl group which may be substituted freely, aralkyl group whose nucleus may be subsituted by one or two substituents of halogen, lower alkyl or lower alkoxy or haloalkyl group or 5- or 6-membered heterocyclic group; R.sub.3, R.sub.4 and R.sub.5 are, the same or different, hydrogen atom, halogen atom, cyano group, nitro group, amino group, lower alkyl group, lower haloalkyl group, hydroxy group, lower alkoxy group, aryloxy group, carboxy group or lower alkoxycarbonyl group; R.sub.6 is hydrogen atom, halogen atom, lower alkyl group, phenyl group which may be substituted freely or aralkyl group which may be substituted freely; or R.sub.6 and R.sub.7 may be combined to form a group of --(CH.sub.2).sub.m -- (m is 3 or 4), which is useful e.g., a plant growth inhibitor.

  化合物的式子（I）##STR1##或其盐，其中R是氢原子，苯基，可以自由取代的--（CH.sub.2）.sub.n--R.sub.1基团，其中n是1到3的整数，R.sub.1是氢原子，羟基，低烷氧基，巯基，低烷基硫基，氨基，二低烷基氨基，C.sub.3-11烷基，低烯基，低炔基，环烷基，5-或6-成员杂环基，或苯基，可以被卤素，低烷基或低烷氧基的一个或两个取代基取代；R.sub.2和R.sub.7不同，是氢原子，C.sub.1-11烷基，低烯基，低烷基基，环烷基，低烷氧基烷基，低烷基硫基烷基，可以自由取代的苯基，其核可以被一个或两个卤素，低烷基或低烷氧基或卤代烷基或5-或6-成员杂环基取代的芳基烷基；R.sub.3，R.sub.4和R.sub.5相同或不同，是氢原子，卤素原子，氰基，硝基，氨基，低烷基，低卤代烷基，羟基，低烷氧基，芳氧基，羧基或低烷氧羰基；R.sub.6是氢原子，卤素原子，低烷基，可以自由取代的苯基或可以自由取代的芳基烷基；或R.sub.6和R.sub.7可以结合形成--（CH.sub.2）.sub.m--（m为3或4）的基团，例如，可用作植物生长抑制剂。