1-Chloro-3-(2-chloroanilino)-2-propanol | 797789-47-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Chloro-3-(2-chloroanilino)-2-propanol
• 英文别名: 1-Chloro-3-(2-chloroanilino)propan-2-ol
• CAS: 797789-47-0
• 化学式: C₉H₁₁Cl₂NO
• 分子量: 220.098
• InChiKey: AMGNVVGTVUVMJO-UHFFFAOYSA-N

物化性质

• 沸点：
  379.6±32.0 °C(Predicted)
• 密度：
  1.349±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1-Chloro-3-(2-chloroanilino)-2-propanol 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 d,l-1-(2-chlorophenylamino)-2-hydroxy-3-dimethylaminopropane
  参考文献：
  名称：

  Synthesis and study of quaternary ammonium derivatives of dl-1-arylamino-2-hydroxy-3-aminopropanes

  摘要：

  DOI：

  10.1007/bf00758334
• 作为产物：
  描述：

  邻氯苯胺 、 环氧氯丙烷 在 Fe(III) substituted Wells-Dawson type polyoxometalate, α₂-[(n-C₄H₉)₄N]₇P₂W₁₇FeO₆₁·3H₂O 作用下， 以 乙腈 为溶剂， 反应 3.33h， 生成 1-Chloro-3-(2-chloroanilino)-2-propanol
  参考文献：
  名称：

  Fe(III) 取代的 Wells-Dawson 型多金属氧酸盐：环氧化物与芳香胺开环的有效催化剂

  摘要：

  摘要 在 Fe(III) 取代的 Wells-Dawson 型多金属氧酸盐 α 2 -[(nC 4 H 9 ) 4 N] 7 P 2 W 17 存在下，通过环氧化物与芳香胺的开环反应制备了各种 β-氨基醇。 FeO 61 ·3H 2 O，作为一种高效的催化剂。该反应在室温下中性条件下进行，并以高产率至极好的收率提供相应的产物。

  DOI：

  10.1016/j.inoche.2012.11.005

文献信息

• Efficient solvent-free aminolysis of epoxides under (C4H12N2)2[BiCl6]Cl·H2O catalysis
  作者：Hong-Fei Lu、Lei-Lei Sun、Wen-Jun Le、Fei-Fei Yang、Jun-Tao Zhou、Yu-Hua Gao

  DOI：10.1016/j.tetlet.2012.05.079

  日期：2012.8

  An efficient and rapid procedure for ring opening of various epoxides with aromatic, aliphatic and heterocyclic amines is developed at room temperature under solvent-free conditions in the presence of (C4H12N2)2[BiCl6]Cl·H2O (1 mol %). This catalyst can be reused several times without losing of its activity.

  在（C 4 H 12 N 2）2 [BiCl 6 ] Cl·H 2 O存在下，在室温下在无溶剂的条件下，开发了一种高效快速的方法，可用于芳族，脂族和杂环胺的各种环氧化物的开环。（1摩尔％）。该催化剂可以重复使用几次而不会失去其活性。
• Microwave-Enhanced Catalyst-Free Aminolysis of Epoxides with Anilines in Aqueous Phase: Efficient Synthesis of β-amino Secondary Alcohols
  作者：Zhengyin Du、Wenwen Zhang、Yuanmin Zhang、Xiaohong Wei

  DOI：10.3184/174751911x13237015498335

  日期：2011.12

  β-Amino secondary alcohols were formed by aminolysis of epichlorohydrin and styrene oxide with aromatic amines using aqueous ethanol (1:1) as the solvent in conjunction with microwave irradiation without a catalyst. The methodology is fast, efficient, highly regioselective, chemoselective and environmentally benign.

  在不使用催化剂的情况下，以乙醇水溶液（1:1）为溶剂，结合微波辐照，通过环氧氯丙烷和氧化苯乙烯与芳香胺的氨解作用生成了 β-氨基仲醇。该方法快速、高效、高区域选择性、化学选择性且对环境无害。
• Potassium Dodecatungstocobaltate Trihydrate (K₅CoW₁₂O₄₀ · 3H₂O) as an Efficient Catalyst for Aminolysis of Epoxides
  作者：E. Rafiee、Shahram Tangestaninejad、M. H. Habibi、V. Mirkhani

  DOI：10.1081/scc-200032411

  日期：2004.1.1

  Aminolysis of epoxides using various amines was catalyzed with potassium dodecatungstocobaltate trihydrate in a convenient and efficient method with good selectivities.
• Synthesis and antimicrobial activity of 3-arylamino-1-chloropropan-2-ols
  作者：Ashok K. Prasad、Pankaj Kumar、Ashish Dhawan、Anil K. Chhillar、Deepti Sharma、Vibha Yadav、Manish Kumar、Hirday N. Jha、Carl E. Olsen、Gainda L. Sharma、Virinder S. Parmar

  DOI：10.1016/j.bmcl.2008.01.080

  日期：2008.3

  A series of nine 3-arylamino-1-chloropropan-2-ols 2a-2i were synthesized and their anti-fungal activity against pathogenic strains of Aspergillus fumigatus, Aspergillus flavus, Aspergillus niger and Candida albicans, and antibacterial activity against four pathogenic bacterial strains of Salmonella typhi, Pseudomonas aeruginosa, Streptococcus pneumonae and Staphylococcus aureus were evaluated using different assay systems. 1-Chloro-3-(40-chlorophenylamino)-propan-2-ol was found to be the most active antifungal compound against three pathogenic strains under study, i.e., A. fumigatus, A. flavus and A. niger; the compound showed more than 90% inhibition of growth of A. fumigatus at a concentration of 5.85 mu g/ml in disc diffusion assay. Interestingly, 1-chloro-3-(4 '-chlorophenylamino)-propan-2-ol did not show any toxicity up to a concentration of 4000 mu g/ml. Although 1-chloro-3-(40-chlorophenylamino)-propan-2-ol was about 8 times less active than the standard compound amphotericin B, its toxicity was many more fold less than the toxicity of amphotericin B. Further, 1-chloro-3-( 20,60-dichlorophenylamino)-propan-2-ol and 1-chloro-3-( 30,50-dichlorophenylamino)-propan-2-ol were found to be the most active compounds against C. albicans. In the anti-microbial assay, 1-chloro3-(20,40-dichlorophenylamino)-propan-2-ol and 1-chloro-3-( 30,50-dichlorophenylamino)-propan-2-ol were found to be the most active compounds against Salmonella typhi and 1-chloro-3-( 30,40-dichlorophenylamino)-propan-2-ol was found to be the most active compound against P. aeruginosa. Although, the activities of 1-chloro-3-( 20,40-dichlorophenylamino)-propan-2-ol and 1-chloro-3(30,50-dichlorophenylamino)-propan-2-ol are about half the activity of the standard anti-bacterial compound tetracycline, these compounds also were many fold less toxic than the standard drug. (c) 2008 Elsevier Ltd. All rights reserved.
• Synthesis and study of quaternary ammonium derivatives of dl-1-arylamino-2-hydroxy-3-aminopropanes
  作者：L. M. M. Stankyavichene、S. I. Kutkyavichyus、D. I. L. Raizhene、V. K. Vizas、A. P. Stankyavichyus、P. B. Terent'ev

  DOI：10.1007/bf00758334

  日期：1986.6