5-(imidazolidin-2-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione | 100981-11-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(imidazolidin-2-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• 英文别名: isopropylidene (2-imidazolidinylidene)malonate；5-(2-imidazolidinylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione；5-imidazolidin-2-ylidene-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 100981-11-1
• 化学式: C₉H₁₂N₂O₄
• 分子量: 212.205
• InChiKey: HLEFRJMBXAKULT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 生成 5-(imidazolidin-2-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  BELLINI, F.;BAGLI, J.

  摘要：

  DOI：

文献信息

• Antisecretory agents derived from meldrum's acid
  申请人：American Home Products Corporation

  公开号：US04547516A1

  公开（公告）日：1985-10-15

  Disclosed herein are antisecretory agents represented by the formula ##STR1## wherein R.sup.1 is hydrogen and R.sup.2 is lower alkylthio, (2-thienylmethyl)thio or SCH.sub.2 -- COOR.sup.5 wherein R.sup.5 is hydrogen or lower alkyl, or R.sup.1 and R.sup.2 are independently a lower alkylthio or (2-thienylmethyl)thio, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached form a 2-imidazolidinylidene; and R.sup.3 and R.sup.4 are each the same lower alkyl, or R.sup.3 and R.sup.4 together with the carbon atoms to which they are attached form a cyclohexane wherein said carbon atom is a spiro atom in common with the cyclohexane ring and the adjoining dioxane ring.

  本文披露了一种由以下式表示的抗分泌剂：其中R.sup.1为氢，R.sup.2为较低的烷基硫，(2-噻吩甲基)硫或SCH.sub.2 -- COOR.sup.5，其中R.sup.5为氢或较低的烷基，或R.sup.1和R.sup.2分别为较低的烷基硫或(2-噻吩甲基)硫，或R.sup.1和R.sup.2与它们连接的碳原子一起形成2-咪唑啉基；R.sup.3和R.sup.4分别为相同的较低烷基，或R.sup.3和R.sup.4与它们连接的碳原子一起形成一个环己烷，其中所述碳原子是与环己烷环和相邻的二氧杂环共有的螺环原子。
• Reactions of 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione with primary and secondary alkylamines †
  作者：Moon-Kook Jeon、Kyongtae Kim

  DOI：10.1039/b003109g

  日期：——

  The reactions of 5-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione with primary alkylamines (2 equiv.) in CH2Cl2 at rt gave 5-[(alkylamino)(cyano)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-diones (2) in excellent yields. Similarly, the reactions with ethylenediamine, trans-1,2-diaminocyclohexane, 2-aminobenzylamine, and 2-aminoethanol under the same conditions afforded 5-(imidazolidin-2-ylidene)- (3a), 5-(octahydro-2H-benzimidazol-2-ylidene)- (3b), 5-[3,4-dihydroquinazolin-2(1H)-ylidene]- (3c), and 5-(1,3-oxazolidin-2-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-diones (3d) in moderate to excellent yields. Interestingly, the reactions with secondary acyclic dialkylamines under the same conditions yielded 5-(4-dialkylamino-5H-1,2,3-dithiazol-5-ylidene)-2,2-dimethyl-1,3-dioxane-4,6-diones (7) (0–60%), 6-carbamoyl-5-oxo-5H-furo[2,3-d][1,2,3]-dithiazoles (8) (0–28%), sulfur, and bis(dialkylamino) sulfides (R2N–Sx–NR2), whereas the reactions with cyclic amines, i.e., pyrrolidine and piperidine, gave the corresponding methylidene-Meldrums acid derivatives 9, analogous to 2, as major products. Mechanisms are proposed for the formation of these products.

  盐酸盐（1）和甲基烯丙基-Meldrums盐酸盐（2）。
• Huang, Zhi-Tang; Shi, Xian, Synthetic Communications, 1990, vol. 20, # 9, p. 1321 - 1331
  作者：Huang, Zhi-Tang、Shi, Xian

  DOI：——

  日期：——
• Bernhardt, Paul V.; Koch, Rainer; Moloney, Daniel W.J., Journal of the Chemical Society. Perkin Transactions 2 (2001), 2002, # 3, p. 515 - 523
  作者：Bernhardt, Paul V.、Koch, Rainer、Moloney, Daniel W.J.、Shtaiwi, Majed、Wentrup, Curt

  DOI：——

  日期：——
• HUANG, ZHI-TANG;SHI-XIAN, SYNTH. COMMUN., 20,(1990) N, C. 1321-1331
  作者：HUANG, ZHI-TANG、SHI-XIAN

  DOI：——

  日期：——