Furil monotosylhydrazone | 165754-86-9

• 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: Furil monotosylhydrazone
• 英文别名: N-[[1,2-bis(furan-2-yl)-2-oxoethylidene]amino]-4-methylbenzenesulfonamide
• CAS: 165754-86-9
• 化学式: C₁₇H₁₄N₂O₅S
• 分子量: 358.375
• InChiKey: OSTYWKAQYGZYKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  101.88
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Furil monotosylhydrazone 在 sodium carbonate 、 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以44%的产率得到1-Amino-5-(2-furoylmethylene)pyrrolidin-2-one
  参考文献：
  名称：

  Nucleophilic Interception of the .gamma.,.delta.-Acetylenic .alpha.,.beta.-Olefinic Aldehyde Intermediate Formed from Furil Monotosylhydrazone

  摘要：

  The reaction of furil monotosylhydrazone (1) with nucleophiles under basic conditions led to the formation of 5-(2-furoylmethylene)-2-pyrrolidinones 3 when amines and hydrazine hydrate were used. Treatment with methylhydrazine led td production of 1-methyl-6-(2-furoylmethylene)pyridazine (4) while treatment with phenylhydrazine and 4-nitrophenylhydrazine produced 1-(2-furoyl)-6-anilino-6-azafulvene (5a) and 1-(2-furoyl)-6-(4-nitroanilino)-6-azafulvene (5b), respectively. All products suggest interception of the gamma,delta-acetylenic alpha,beta-olefinic aldehyde intermediate 2 formed via the unstable 1,2-difuryldiazoethanone.

  DOI：

  10.1021/jo00118a012
• 作为产物：
  描述：

  糠偶酰 、 对甲苯磺酰肼 以 苯 为溶剂， 反应 96.0h， 以56%的产率得到Furil monotosylhydrazone
  参考文献：
  名称：

  Nucleophilic Interception of the .gamma.,.delta.-Acetylenic .alpha.,.beta.-Olefinic Aldehyde Intermediate Formed from Furil Monotosylhydrazone

  摘要：

  The reaction of furil monotosylhydrazone (1) with nucleophiles under basic conditions led to the formation of 5-(2-furoylmethylene)-2-pyrrolidinones 3 when amines and hydrazine hydrate were used. Treatment with methylhydrazine led td production of 1-methyl-6-(2-furoylmethylene)pyridazine (4) while treatment with phenylhydrazine and 4-nitrophenylhydrazine produced 1-(2-furoyl)-6-anilino-6-azafulvene (5a) and 1-(2-furoyl)-6-(4-nitroanilino)-6-azafulvene (5b), respectively. All products suggest interception of the gamma,delta-acetylenic alpha,beta-olefinic aldehyde intermediate 2 formed via the unstable 1,2-difuryldiazoethanone.

  DOI：

  10.1021/jo00118a012

文献信息

• Nucleophilic Interception of the .gamma.,.delta.-Acetylenic .alpha.,.beta.-Olefinic Aldehyde Intermediate Formed from Furil Monotosylhydrazone
  作者：Regina Sparrapan、Concetta Kascheres、Maria Tereza P. Gambardella

  DOI：10.1021/jo00118a012

  日期：1995.6

  The reaction of furil monotosylhydrazone (1) with nucleophiles under basic conditions led to the formation of 5-(2-furoylmethylene)-2-pyrrolidinones 3 when amines and hydrazine hydrate were used. Treatment with methylhydrazine led td production of 1-methyl-6-(2-furoylmethylene)pyridazine (4) while treatment with phenylhydrazine and 4-nitrophenylhydrazine produced 1-(2-furoyl)-6-anilino-6-azafulvene (5a) and 1-(2-furoyl)-6-(4-nitroanilino)-6-azafulvene (5b), respectively. All products suggest interception of the gamma,delta-acetylenic alpha,beta-olefinic aldehyde intermediate 2 formed via the unstable 1,2-difuryldiazoethanone.