2,3,4,5,6,7-hexahydro-9,10-dimethoxy-1,2-benzothiazonin-3-one 1,1,-dioxide | 220396-77-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,4,5,6,7-hexahydro-9,10-dimethoxy-1,2-benzothiazonin-3-one 1,1,-dioxide
• 英文别名: 2,3,4,5,6,7-Hexahydro-9,10-dimethoxy-1,2-benzothiazonin-3-one 1,1-dioxide；9,10-dimethoxy-1,1-dioxo-4,5,6,7-tetrahydro-1λ6,2-benzothiazonin-3-one
• CAS: 220396-77-0
• 化学式: C₁₃H₁₇NO₅S
• 分子量: 299.348
• InChiKey: RDWUNOYORSULDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-dimethylamino-1-azaspiro<2.3>hex-1-ene 、 2,3,4,5,6,7-hexahydro-9,10-dimethoxy-1,2-benzothiazonin-3-one 1,1,-dioxide 以 乙腈 为溶剂， 反应 65.0h， 以8.4%的产率得到3-(dimethylamino)-5,6,7,8,9,10-hexahydro-12,13-dimethoxy-4H-spiro[benzo-1-thia-2,5-diazacyclododecene-4,1'-cyclobutan]-6-one 1,1-dioxide dichloromethane solvate (1/1)
  参考文献：
  名称：

  3-(Dimethylamino)-5,6,7,8,9,10-hexahydro-12,13-dimethoxy-4H-spiro[benzo-1-thia-2,5-diazacyclododecene-4,1'-cyclobutan]-6-one 1,1-Dioxide Dichloromethane Solvate (1/1) at 173K

  摘要：

  The 12-membered ring in the title compound, C20H29N3-O5S.CH2Cl2, has conformational disorder with the two C atoms adjacent to the fused benzene ring each occupying two sites. The major conformer is present in 74.3(8)% of the molecules. The formal N2=C bond in the 12-membered ring and the adjacent C-N bond of the dimethylamino substituent have almost identical lengths, indicative of the electron donor character of the dimethylamino group. The amide group has the trans conformation and forms an intramolecular hydrogen bond with one of the sulfonyl O atoms. The solvent molecule forms C-H ... O hydrogen bonds with the organic substrate. This novel heterocycle has been formed by a ring enlargement reaction of the corresponding nine-membered 1,2-benzothiazonin-3-one 1,1-dioxide and 2-(dimethylamino)-1-azaspiro[2.3]hex-1-ene.

  DOI：

  10.1107/s0108270198008476
• 作为产物：
  描述：

  2-(4-ethoxycarbonylbutyl)-4,5-dimethoxybenzenesulfonyl chloride 在 氢氧化钾 、 diethylphosphoryl cyanide 、 氨 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 2,3,4,5,6,7-hexahydro-9,10-dimethoxy-1,2-benzothiazonin-3-one 1,1,-dioxide
  参考文献：
  名称：

  Ring Enlargement of Eight- and Nine-membered Cyclic Sulfonamide Derivatives in Reactions with 3-Amino-2H-azirines

  摘要：

  DOI：

  10.3987/com-98-s19

文献信息

• 2,3,4,5,6,7-Hexahydro-9,10-dimethoxy-1,2-benzothiazonin-3-one 1,1-dioxide
  作者：A. Linden、T. R. Todorova、H. Heimgartner

  DOI：10.1107/s0108270199007489

  日期：1999.8.15

  The amide group in the nine-membered ring of the title compound, C13H17NO5S, has the trans conformation. The molecules are linked into infinite one-dimensional chains by bifurcated intermolecular N-H ... O hydrogen bonds involving the amide O atom and one of the sulfonyl O atoms of the same neighbouring molecule. The compound was prepared by the Friedel-Crafts acylation of 1,2-dimethoxybenzene and glutaric acid anhydride, followed by reduction of the aryl ketone, esterification, chlorosulfonation, treatment with ammonia, saponification and cyclization of the corresponding 5-(2-sulfamoylphenyl)butanoic acid.