3-(3,4-dimethyl-phenylamino)-propan-1-ol | 173555-64-1

• 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: 3-(3,4-dimethyl-phenylamino)-propan-1-ol
• 英文别名: 3-(3,4-Dimethylanilino)propan-1-ol
• CAS: 173555-64-1
• 化学式: C₁₁H₁₇NO
• mdl: MFCD15204797
• 分子量: 179.262
• InChiKey: VEPPPEURBZITFW-UHFFFAOYSA-N

物化性质

• 沸点：
  342.6±30.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3,4-dimethyl-phenylamino)-propan-1-ol 在 sodium nitrate 、 亚磷酸 、 对甲苯磺酰氯 、 1,4-二巯基-2,3-丁二醇 作用下， 以 1,4-二氧六环 、 吡啶 、 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Method for Preparing New Flavin Derivatives:  Synthesis of Flavin−Thymine Nucleotides and Flavin−Oligonucleotide Adducts

  摘要：

  In order to link to the 5'-end of oligonucleotides the flavin analogs 9a,b possessing only one terminal hydroxy group on the side chain, the phosphoramidite and the H-phosphonate coupling methods were developed. Surprisingly, after reaction of compounds 9a,b with 2-cyanoethyl N,N-diisopropylchlorophosphoramidite, the flavin phosphoramidates 11a,b were isolated instead of the expected phosphoramidite derivatives 10a,b. A very efficient photooxidation process occurred probably during the isolation of the products. From the prepared flavin H-phosphonates 12a,b, flavin-thymine nucleotides and flavin-oligonucleotide adducts were synthesized for the first time. The versatility of the method was demonstrated in the oxidation step with the synthesis of the flavin-thymine nucleotides 15-17 possessing a phosphodiester, a phosphorothioate, and a methyl phosphate linkage, respectively. This method is of general interest with regard to the extensive research developed for preparing flavin analogs and modified oligonucleotides possessing interesting biological or/and catalytic properties.

  DOI：

  10.1021/jo962361w
• 作为产物：
  描述：

  4-硝基邻二甲苯 、 3-羟基丙腈 在 10% palladium on activated charcoal 、 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 40.0h， 以42%的产率得到3-(3,4-dimethyl-phenylamino)-propan-1-ol
  参考文献：
  名称：

  使用腈作为烷基化试剂的芳香硝基化合物的一锅还原单-N-烷基化

  摘要：

  摘要 说明了在常压和环境温度下在四氢呋喃中，在 H2 和 10% Pd/C 催化剂存在下，由各种硝基芳烃和腈合成芳香仲胺的一锅法、简单、选择性和高效的方案。已经检查了该方法的范围和局限性。

  DOI：

  10.1080/00397911.2010.493627

文献信息

• Substituierte Tetrahydropyrimidinonderivate, Verfahren zu ihrer Herstellung und Herbizide, die diese Derivate als Wirkstoffe enthalten
  申请人：NIHON TOKUSHU NOYAKU SEIZO K.K.

  公开号：EP0058868A1

  公开（公告）日：1982-09-01

  Die Erfindung betrifft neue substituierte Tetrahydropyrimidinon-Derivate der allgemeinen Formel worin die Gruppen Ar gleich oder verschieden sein können und jeweils die in der Beschreibung angegebene Bedeutung besitzen, mehrere Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide.

  本发明涉及通式中的新的取代的四氢嘧啶酮衍生物，通式中的基团 Ar 可以相同或不同，各自具有描述中给出的含义，本发明还涉及其制备的几种工艺及其作为除草剂的用途。
• US4402731A
  申请人：——

  公开号：US4402731A

  公开（公告）日：1983-09-06
• One-Pot Reductive Mono-N-alkylation of Aromatic Nitro Compounds Using Nitriles as Alkylating Reagents
  作者：Subhasish Neogi、Dinabandhu Naskar

  DOI：10.1080/00397911.2010.493627

  日期：2011.7.1

  Abstract A one-pot, simple, selective, and efficient protocol for the synthesis of aromatic secondary amines from various nitro arenes and nitriles in the presence of 10% Pd/C catalyst under H2 at atmospheric pressure and ambient temperature in tetrahydrofuran is illustrated. The scope and limitations of this method have been examined.

  摘要 说明了在常压和环境温度下在四氢呋喃中，在 H2 和 10% Pd/C 催化剂存在下，由各种硝基芳烃和腈合成芳香仲胺的一锅法、简单、选择性和高效的方案。已经检查了该方法的范围和局限性。
• Method for Preparing New Flavin Derivatives:  Synthesis of Flavin−Thymine Nucleotides and Flavin−Oligonucleotide Adducts
  作者：Christelle Frier、Jean-Luc Décout、Marc Fontecave

  DOI：10.1021/jo962361w

  日期：1997.5.1

  In order to link to the 5'-end of oligonucleotides the flavin analogs 9a,b possessing only one terminal hydroxy group on the side chain, the phosphoramidite and the H-phosphonate coupling methods were developed. Surprisingly, after reaction of compounds 9a,b with 2-cyanoethyl N,N-diisopropylchlorophosphoramidite, the flavin phosphoramidates 11a,b were isolated instead of the expected phosphoramidite derivatives 10a,b. A very efficient photooxidation process occurred probably during the isolation of the products. From the prepared flavin H-phosphonates 12a,b, flavin-thymine nucleotides and flavin-oligonucleotide adducts were synthesized for the first time. The versatility of the method was demonstrated in the oxidation step with the synthesis of the flavin-thymine nucleotides 15-17 possessing a phosphodiester, a phosphorothioate, and a methyl phosphate linkage, respectively. This method is of general interest with regard to the extensive research developed for preparing flavin analogs and modified oligonucleotides possessing interesting biological or/and catalytic properties.