5-(6-Bromo-hexyloxymethyl)-benzo[1,3]dioxole | 52421-04-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(6-Bromo-hexyloxymethyl)-benzo[1,3]dioxole
• 英文别名: 5-(6-Bromohexoxymethyl)-1,3-benzodioxole
• CAS: 52421-04-2
• 化学式: C₁₄H₁₉BrO₃
• 分子量: 315.207
• InChiKey: BZSVSWNLAGYJBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(6-Bromo-hexyloxymethyl)-benzo[1,3]dioxole 在 一水合肼 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 6-(Benzo[1,3]dioxol-5-ylmethoxy)-hexylamine
  参考文献：
  名称：

  Structure-activity relationships among di- and tetramine disulfides related to benextramine

  摘要：

  The synthesis and irreversible alpha-blocking activity in the rat vas deferens of a series of tetra- and diamine disulfides 2-38, structural analogues of benextramine (BHC), are described. All compounds containing a central cystamine moiety displayed an irreversible alpha-adrenergic blockade at concentrations ranging from 10(-4) to 6 X 10(-6)M. Potency was increased in cystamines N,N'-disubstituted with 6-aminohexyl groups, especially when the outer nitrogen atoms bear arylalkyl substituents or are enclosed in a ring. However, N,N,N',N'-tetrasubstituted cystamines were poor blockers. Structural specificity in the outer portion of the tetramine disulfide is low, since many types of substituents gave rise to potent alpha-blockers. Even replacement of the outer amines with nonbasic ethers or amides was observed to maintain irreversible alpha-blockade.

  DOI：

  10.1021/jm00390a011
• 作为产物：
  描述：

  1,6-二溴己烷 、 胡椒醇 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 5-(6-Bromo-hexyloxymethyl)-benzo[1,3]dioxole
  参考文献：
  名称：

  Structure-activity relationships among di- and tetramine disulfides related to benextramine

  摘要：

  The synthesis and irreversible alpha-blocking activity in the rat vas deferens of a series of tetra- and diamine disulfides 2-38, structural analogues of benextramine (BHC), are described. All compounds containing a central cystamine moiety displayed an irreversible alpha-adrenergic blockade at concentrations ranging from 10(-4) to 6 X 10(-6)M. Potency was increased in cystamines N,N'-disubstituted with 6-aminohexyl groups, especially when the outer nitrogen atoms bear arylalkyl substituents or are enclosed in a ring. However, N,N,N',N'-tetrasubstituted cystamines were poor blockers. Structural specificity in the outer portion of the tetramine disulfide is low, since many types of substituents gave rise to potent alpha-blockers. Even replacement of the outer amines with nonbasic ethers or amides was observed to maintain irreversible alpha-blockade.

  DOI：

  10.1021/jm00390a011

文献信息

• Ionic iron(III) complexes bearing a dialkylbenzimidazolium cation: Efficient catalysts for magnesium-mediated cross-couplings of aryl phosphates with alkyl bromides
  作者：Zhuang Li、Bing Lu、Hongmei Sun、Qi Shen、Yong Zhang

  DOI：10.1002/aoc.3671

  日期：2017.8

  A series of ionic iron(III) complexes of general formula [HLn][FeX4] (HL1 = 1,3‐dibenzylbenzimidazolium cation, X = Cl, 1; HL1, X = Br, 2; HL2 = 1,3‐dibutylbenzimidazolium cation, X = Br, 3; HL3 = 1,3‐bis(diphenylmethyl)benzimidazolium cation, X = Br, 4) were easily prepared in high yields by the direct reaction of FeX3 with 1 equiv. of [HLn]X under mild conditions. All of them were characterized using

  一系列通式为[HL n ] [FeX 4 ]的离子铁（III）配合物（HL 1  = 1,3-二苄基苯并咪唑鎓阳离子，X = Cl，1； HL 1，X = Br，2； HL 2  = 1通过将FeX 3与1当量直接反应，可以轻松地高收率制备 3,3-二丁基苯并咪唑鎓阳离子，X = Br，3 ; HL 3 = 1,3-双（二苯基甲基）苯并咪唑鎓阳离子，X = Br，4）。在温和条件下的[HL n ] X值。所有元素均使用元素分析，拉曼光谱和电喷雾电离质谱法以及X射线晶体学进行了表征1和4。在存在镁屑和LiCl的情况下，这些对空气和水分不敏感的络合物在芳基磷酸酯与伯和仲烷基溴化物的直接交叉偶联中具有较高的催化活性，其中络合物4最有效。
• ALVAREZ, M.;MAULEON, D.;PUJOL, M. D.;ROSELL, G.;SALAS, M. L., AN. QUIM. REAL. SOC. ESP. QUIM., 83,(1987) N 2, 155-161
  作者：ALVAREZ, M.、MAULEON, D.、PUJOL, M. D.、ROSELL, G.、SALAS, M. L.

  DOI：——

  日期：——
• US3941884A
  申请人：——

  公开号：US3941884A

  公开（公告）日：1976-03-02