2-丁基-2-咪唑啉-5-酮 | 154147-42-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-丁基-2-咪唑啉-5-酮
• 英文名称: 2-butyl-2-imidazolin-5-one
• 英文别名: 2-n-butyl-3,5-dihydroimidazol-4-one；2-n-butyl-3,5-dihydroimidazole-4-one；2-butyl-3,5-dihydro-4H-imidazol-4-one；1H-2-(but-1-yl)-4,5-dihydro-5-oxoimidazole；2-butyl-1,4-dihydroimidazol-5-one
• CAS: 154147-42-9
• 化学式: C₇H₁₂N₂O
• 分子量: 140.185
• InChiKey: BNNOTXZTUYAFBL-UHFFFAOYSA-N

物化性质

• 沸点：
  207.6±23.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-丁基-2-咪唑啉-5-酮 以 乙酸乙酯 、 N,N-二甲基甲酰胺 、 三氯氧磷 为溶剂， 生成 咪唑醛
  参考文献：
  名称：

  Process for the production of

  摘要：

  通式为：##STR1##其中R是烷基、环烷基、苄基或苯基。这些化合物是用于生产降压药物或除草剂化合物的有价值的中间产物。

  公开号：

  US05442076A1
• 作为产物：
  描述：

  戊腈 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 二丁醚 、 甲苯 为溶剂， 反应 147.0h， 生成 2-丁基-2-咪唑啉-5-酮
  参考文献：
  名称：

  Novel Syntheses of 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde:  A Key Intermediate for the Synthesis of the Angiotensin II Antagonist Losartan

  摘要：

  Reaction of glycine methyl ester (19) with imidate 18 under carefully optimized conditions allowed preparation of the rather unstable imidazolinone 11 in ca. 90% yield. Reaction of 11 with POCl3/DMF followed by aqueous workup gave aldehyde 2, a key intermediate for the synthesis of the angiotensin II antagonist Losartan, in ca. 55% yield. Structural identification of intermediates and byproducts formed during both the reaction to prepare 11 and the reaction of 11 with POCl3/DMF allowed development of several closely related syntheses of aldehyde 2.

  DOI：

  10.1021/jo9824910

文献信息

• Process for the production of 2-substituted
  申请人：Lonza Ltd.

  公开号：US05442075A1

  公开（公告）日：1995-08-15

  A process for the production of 2-substituted 5-chlorimidazole-4-carbaldehydes of the general formula: ##STR1## wherein R is hydrogen, an alkyl group, and alkenyl group, a cycloalkyl group, a benzyl group, a phenyl group or an aryl group. These compounds form important intermediate products for the production of antihypertensive pharmaceutical agents or herbicidal compounds.

  一种生产一般式为：##STR1##的2-取代-5-氯咪唑-4-甲醛的方法，其中R为氢、烷基、烯基、环烷基、苄基、苯基或芳基。这些化合物是生产降压药物或除草剂化合物的重要中间体产品。
• Process for the preparation of 2-substituted
  申请人：Lonza Ltd.

  公开号：US05486617A1

  公开（公告）日：1996-01-23

  A process for preparing 2-substituted 5-chloroimidazole-4-carbaldehydes of the general formula: ##STR1## In the process, a glycine ester hydrohalide is ring-closed with an imidate ester to obtain the intermediate 2-substituted 3,5-dihydroimidazol-4-one. This intermediate is converted with an N,N-substituted formamide acetal into an N,N-substituted aminomethyleneimidazolinone. This latter intermediate is chlorinated with phosphorus oxychloride or phosgene to obtain the final product 2-substituted 5-chlorimidazole-4-carbaldehydes of the general formula I. Also disclosed are N,N-substituted aminomethyleneimidazolinones of the general formula: ##STR2## wherein R is hydrogen or is an alkyl group, an alkenyl group, a cycloalkyl group, an arylalkyl group or an aryl group, and R.sub.5 and R.sub.6 are identical or different and each is an alkyl group or an aryl group, in the form of the E- or Z-isomer.

  该过程用于制备一般式为：##STR1##的2-取代5-氯咪唑-4-甲醛。在该过程中，甘氨酸酯氢卤化物与咪唑酯环闭合，得到中间体2-取代3,5-二氢咪唑-4-酮。将该中间体与N,N-取代甲酰胺缩醛反应，得到N,N-取代氨甲亚咪唑酮。将后者与氧化亚磷酸氯或光气氯化，得到一般式I的最终产物2-取代5-氯咪唑-4-甲醛。还披露了一般式为：##STR2##的N,N-取代氨甲亚咪唑酮，其中R为氢或是烷基、烯基、环烷基、芳基烷基或芳基，R.sub.5和R.sub.6相同或不同，且各自为烷基或芳基，呈E-或Z-异构体形式。
• NEW IMIDAZOLONE DERIVATIVES, PREPARATION THEREOF AS DRUGS, PHARMACEUTICAL COMPOSITIONS, AND USE THEREOF AS PROTEIN KINASE INHIBITORS, IN PARTICULAR CDC7
  申请人：Leroy Vincent

  公开号：US20090253679A1

  公开（公告）日：2009-10-08

  The present invention relates to imidazolone derivatives of formula (I) to methods of preparing such derivatives, intermediates thereto, pharmaceutical compositions comprising such derivatives, and methods of inhibiting protein kinase, and methods of treatment comprising administration of such derivatives.

  本发明涉及式(I)的咪唑酮衍生物，涉及制备这种衍生物的方法、中间体、包含这种衍生物的药物组合物、抑制蛋白激酶的方法以及包括给予这种衍生物的治疗方法。
• 2-substituted 5-chlorimidazoles
  申请人：Lonza Ltd.

  公开号：US05484939A1

  公开（公告）日：1996-01-16

  The 2-substituted 5-chlorimidazoles of general formula: ##STR1## are new intermediate products for the production of antihypertensive pharmaceutical agents or of herbicidal compounds. A process for the production of these intermediate products as well as a new process for the further reaction of 2-substituted 5-chlorimidazoles of general formula I, wherein R.sub.1 is hydrogen, to the 2-substituted 5-chlorimidazole-4-carbaldehydes of general formula: ##STR2##

  通用公式为：##STR1##的2-取代5-氯咪唑是生产降压药物或除草剂化合物的新中间体产物。一种生产这些中间产物的方法以及进一步反应通用公式I中R.sub.1为氢的2-取代5-氯咪唑至通用公式：##STR2##的2-取代5-氯咪唑-4-甲醛的新方法。
• Process for producing 2-substituted 5-chlorimidazoles
  申请人：Lonza Ltd.

  公开号：US05508425A1

  公开（公告）日：1996-04-16

  The 2-substituted 5-chlorimidazoles of general formula: ##STR1## are new intermediate products for the production of antihypertensive pharmaceutical agents or of herbicidal compounds. A process for the production of these intermediate products as well as a new process for the further reaction of 2-substituted 5-chlorimidazoles of general formula I, wherein R.sub.1 is hydrogen, to the 2-substituted 5-chlorimidazole-4-carbaldehydes of general formula: ##STR2##

  通式为：##STR1## 的2-取代5-氯咪唑是生产降压药物或除草剂化合物的新中间体。本发明涉及一种生产这些中间体的方法，以及一种将通式I中R.sub.1为氢的2-取代5-氯咪唑进一步反应为通式为：##STR2## 的2-取代5-氯咪唑-4-甲醛的新方法。