N,N'-di-p-tolyl-N-ferrocenoylurea | 711027-48-4

• 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: N,N'-di-p-tolyl-N-ferrocenoylurea
• 英文别名: cyclopenta-1,3-diene;iron(2+);N-(4-methylphenyl)-N-[(4-methylphenyl)carbamoyl]cyclopenta-1,3-diene-1-carboxamide
• CAS: 711027-48-4
• 化学式: C₂₆H₂₄FeN₂O₂
• 分子量: 452.336
• InChiKey: YMUOGGDSAASKJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  二茂铁甲酸 、 1,3-二对甲苯基碳二酰亚胺 以 二氯甲烷 为溶剂， 以64%的产率得到N,N'-di-p-tolyl-N-ferrocenoylurea
  参考文献：
  名称：

  Reaction of ferrocenecarboxylic acid with N,N′-disubstituted carbodiimides: synthesis, spectroscopic and X-ray crystallographic analysis of N,N′-disubstituted N-ferrocenoylureas and identification of a one-pot coupling reagent for the formation of ferrocenecarboxamides in a non-aqueous solvent

  摘要：

  N,N'-dicyclohexyl-N-ferrocenoylurea 2, N,N-diisopropyl-N-ferrocenoylurea 3, N,N'-di-p-tolyl-N-ferrocenoylurea 4 and N,N'-ditert-butyl-N-ferrocenoylurea 5 were obtained by reaction of ferrocenecarboxylic acid I with N,N'-dicyclohexylcarbodiimide (DCC), N,N'-diisopropylcarbodiimide (DIC), N,N'-di-p-tolylcarbodiimide 10 and N,N-di-tert-butylcarbodiimide 11, respectively. Both N-tert-butyl-N'-ethyl-N-ferrocenoylurea 6 and N'-tert-butyl-N-ethyl-N-ferrocenoylurea 7 were obtained by reaction of 1 with N-tert-butyl-N'-ethylcarbodiimide 12. In all cases a small amount of ferrocenecarboxylic anhydride 8 was formed as a by-product. All compounds were characterized by H-1 NMR, C-13 NMR, IR and MS. Single crystal X-ray structural analyses were made of 2, 3 and 4. From the consistent results, the reaction products of 1 with carbodiimides appear different from those proposed by some earlier workers. With N-(3-dimethylaminopropyl)-N'-ethylcarbodiimidehydrochloride 9 ferrocenoylurea, was not isolated, but the main product was rather 8. The suitability of 8 as acylation reagent was applied by using 9 to obtain N-(3-triethoxysilyl)-propylferrocenecarboxamide in a one-pot reaction from 1 and 3-(triethoxysilyi)-propylamine. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.12.045