N-4-Methoxyphenyl-N',N'-dioctylurea | 144106-06-9

• 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-4-Methoxyphenyl-N',N'-dioctylurea
• 英文别名: N,N-dioctyl-N'-4-methoxyphenylurea；3-(4-methoxyphenyl)-1,1-dioctylurea
• CAS: 144106-06-9
• 化学式: C₂₄H₄₂N₂O₂
• 分子量: 390.61
• InChiKey: UROAEOLJYBHHKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  534.0±42.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  28
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二正辛胺 、 4-甲氧基苯脲 以 xylene 为溶剂， 反应 0.5h， 以62%的产率得到N-4-Methoxyphenyl-N',N'-dioctylurea
  参考文献：
  名称：

  The synthesis of N-substituted ureas II: Nucleophilic substitution of ureas at the carbonyl group

  摘要：

  N-Arylsubstituted ureas undergo exchange of the N'-residue upon reaction with amines. Using kinetic measurements, investigation of product distribution, regioselectivity, catalysis, and substrate influences, it was shown that this reaction proceeds via a second order nucleophilic substitution at the urea carbonyl center. By means of semiempirical calculations using the MNDO method the alternative mechanism of fragmentation was investigated.

  DOI：

  10.1007/bf00816856

文献信息

• Process for the preparation of pure N,N'-asymmetrically substituted
  申请人：Chemie Linz Gesellschaft m.b.H.

  公开号：US05283362A1

  公开（公告）日：1994-02-01

  Process for the preparation of very pure ureas of the formula phenyl--(NH--CO--NR.sub.1 R.sub.2).sub.n in which phenyl represents an unsubstituted or substituted phenyl or phenylene group and R.sub.1 and R.sub.2 are either identical and each represent an alkyl group, or are different, in which case R.sub.1 represents a hydrogen atom and R.sub.2 represents an alkyl or phenyl group, or R.sub.1 and R.sub.2, together with the nitrogen atom, represent an aliphatic heterocyclic ring and n is the number 1 or 2, by reacting a phenylurea of the formula phenyl--(NH--CO--NH.sub.2).sub.n with an amine of the formula NR.sub.1 R.sub.2 H at temperatures from 100 to 200.degree. C. in a diluent which is inert under the reaction conditions, the reaction being interrupted before by-products are formed, and the urea which is formed being removed from the starting compounds, and the unreacted starting compounds being returned to the process if appropriate.

  制备纯度极高的苯基-（NH-CO-NR1R2）n式尿素的方法，其中苯基代表未取代或取代的苯基或苯基亚甲基基团，R1和R2要么相同且各代表一个烷基基团，要么不同，在这种情况下，R1代表氢原子，R2代表烷基或苯基基团，或者R1和R2与氮原子一起代表脂环杂环，n为数字1或2。方法是在惰性反应条件下的稀释剂中，将式为苯基-（NH-CO-NH2）n的苯基脲与式为NR1R2H的胺在100至200℃的温度下反应，反应在产生副产物之前中断，从起始化合物中除去生成的尿素，如果需要，将未反应的起始化合物返回到过程中。
• US5283362A
  申请人：——

  公开号：US5283362A

  公开（公告）日：1994-02-01
• The synthesis of N-substituted ureas II: Nucleophilic substitution of ureas at the carbonyl group
  作者：Kurt A. Hackl、Heinz Falk

  DOI：10.1007/bf00816856

  日期：——

  N-Arylsubstituted ureas undergo exchange of the N'-residue upon reaction with amines. Using kinetic measurements, investigation of product distribution, regioselectivity, catalysis, and substrate influences, it was shown that this reaction proceeds via a second order nucleophilic substitution at the urea carbonyl center. By means of semiempirical calculations using the MNDO method the alternative mechanism of fragmentation was investigated.