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2-(2-苯基-1H-咪唑并[1,2-a]苯并咪唑-1-基)乙醇 | 36289-13-1

中文名称
2-(2-苯基-1H-咪唑并[1,2-a]苯并咪唑-1-基)乙醇
中文别名
——
英文名称
2-(2-phenyl-1H-imidazo[1,2-a]benzimidazol-1-yl)ethanol
英文别名
1-(2-hydroxyethyl)-2-phenylimidazo[1,2-a]benzimidazole;2-(2-phenyl-benzo[d]imidazo[1,2-a]imidazol-1-yl)-ethanol;2-(2-phenylimidazo[1,2-a]benzimidazol-3-yl)ethanol
2-(2-苯基-1H-咪唑并[1,2-a]苯并咪唑-1-基)乙醇化学式
CAS
36289-13-1
化学式
C17H15N3O
mdl
MFCD00964837
分子量
277.326
InChiKey
XXBXEYPJLVNJQC-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    168-169 °C(Solv: ethyl acetate (141-78-6))
  • 沸点:
    488.9±45.0 °C(Predicted)
  • 密度:
    1.28±0.1 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    2.4
  • 重原子数:
    21
  • 可旋转键数:
    3
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.12
  • 拓扑面积:
    42.5
  • 氢给体数:
    1
  • 氢受体数:
    2

安全信息

  • 海关编码:
    2933990090

反应信息

  • 作为反应物:
    描述:
    2-(2-苯基-1H-咪唑并[1,2-a]苯并咪唑-1-基)乙醇氢溴酸 作用下, 以 为溶剂, 生成 2-(2-bromoethylamino)-1-phenacylbenzimidazole hydrobromide
    参考文献:
    名称:
    Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems
    摘要:
    1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.
    DOI:
    10.1134/s1070428010020223
  • 作为产物:
    描述:
    2-{2-[(2-羟基乙基)氨基]-1H-苯并咪唑-1-基}-1-苯乙酮 反应 1.5h, 以80%的产率得到2-(2-苯基-1H-咪唑并[1,2-a]苯并咪唑-1-基)乙醇
    参考文献:
    名称:
    Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems
    摘要:
    1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.
    DOI:
    10.1134/s1070428010020223
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文献信息

  • Direct Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer
    作者:Kim Spielmann、Ming Xiang、Leyah A. Schwartz、Michael J. Krische
    DOI:10.1021/jacs.9b08715
    日期:2019.9.11
    primary alcohols 2a-2z, 2a'-2c' engage in hydrogen auto-transfer-mediated carbonyl reductive coupling by way of (α-amino)allyliridium-aldehyde pairs to form vicinal amino alcohols 3a-3z, 3a'-3c' with high levels of regio-, anti-diastereo-, and enantioselectivity. Reaction progress kinetic analysis and isotopic labeling studies corroborate a catalytic cycle involving turnover-limiting alcohol dehydrogenation
    描述了第一个催化对映选择性羰基(α-氨基)烯丙基化。邻苯二甲酰亚胺-丙二烯 1 和伯醇 2a-2z, 2a'-2c' 通过(α-氨基)烯丙基铱-醛对参与氢自动转移介导的羰基还原偶联,形成邻氨基醇 3a-3z, 3a' -3c' 具有高水平的区域选择性、反非对映选择性和对映选择性。反应进程动力学分析和同位素标记研究证实了催化循环,包括限制周转的醇脱氢,然后是快速丙二烯加氢金属化。
  • 1-Acylmethylbenzimidazole-2-sulfonic acids and their cyclization by N-nucleophiles
    作者:T. A. Kuz’menko、L. N. Divaeva、A. S. Morkovnik、V. A. Anisimova、G. S. Borodkin、V. V. Kuz’menko
    DOI:10.1134/s1070428014050169
    日期:2014.5
    New preparation method was developed for derivatives of 1,4-dihydro-1,2,4-triazino[4,3-a]-, 2-aryl-1(9)H-, and 1-R-imidazo[1,2-a]benzimidazole underlain by newly synthesized 1-acylmethylbenzimidazole-2-sulfonic acids. The latter react with 2-aminoethanol affording along with the previously described compounds of the 1-(2-hydroxyethyl)imidazobenzimidazole series also compounds of formerly unknown polycyclic system, 2,3,11,12-tetrahydro-1,3-oxazolo[2,3-a]imidazo[1,2-a]benzimidazole.
  • Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems
    作者:V. A. Anisimova、I. E. Tolpygin、G. S. Borodkin
    DOI:10.1134/s1070428010020223
    日期:2010.2
    1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.
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