N-allyl-N'-phenylselenourea | 905727-08-4

• 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: N-allyl-N'-phenylselenourea
• 英文别名: N-phenyl-N'-prop-2-enylcarbamimidoselenoic acid
• CAS: 905727-08-4
• 化学式: C₁₀H₁₂N₂Se
• 分子量: 239.179
• InChiKey: GDIJRQKTPVNZGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-allyl-N'-phenylselenourea 在 盐酸 作用下， 以 乙醚 、 乙酸乙酯 为溶剂， 反应 2.0h， 以81%的产率得到[5-Methyl-selenazolidin-(2Z)-ylidene]-phenyl-amine
  参考文献：
  名称：

  通过 N-烯丙基硒脲的分子内加成合成 1,3-硒嗪和 1,3-硒唑烷

  摘要：

  N-烯丙基硒脲的分子内加成导致 2-imino-5-methyl-l,3-selenazolidines 或 2-amino-5-iodo-4H-5,6-dihydro-l,3-selenazines 的区域化学取决于治疗氯化氢或碘：用 N-烯丙基硒脲处理氯化氢通过 5-内封闭优先提供 2-亚氨基-5-甲基-l,3-硒唑烷，而碘处理优先提供 2-氨基-5-碘-4H -5,6-dihydro-1,3-selenazines 通过 6-exo 闭合。

  DOI：

  10.1246/cl.2006.626
• 作为产物：
  描述：

  丙烯胺 、 phenyl isoselenocyanate 以 四氢呋喃 为溶剂， 反应 1.0h， 以95%的产率得到N-allyl-N'-phenylselenourea
  参考文献：
  名称：

  通过 N-烯丙基硒脲的分子内加成合成 1,3-硒嗪和 1,3-硒唑烷

  摘要：

  N-烯丙基硒脲的分子内加成导致 2-imino-5-methyl-l,3-selenazolidines 或 2-amino-5-iodo-4H-5,6-dihydro-l,3-selenazines 的区域化学取决于治疗氯化氢或碘：用 N-烯丙基硒脲处理氯化氢通过 5-内封闭优先提供 2-亚氨基-5-甲基-l,3-硒唑烷，而碘处理优先提供 2-氨基-5-碘-4H -5,6-dihydro-1,3-selenazines 通过 6-exo 闭合。

  DOI：

  10.1246/cl.2006.626

文献信息

• Syntheses, molecular structures, and self-assemblies of SFe₃, S₂Fe₃, S₃Fe₅, SeFe₃, and Se₂Fe₃ clusters with chelating diaminocarbenes
  作者：Yao-Cheng Shi、Shuai Wang、Sun Xie

  DOI：10.1080/00958972.2015.1079312

  日期：2015.11.2

  The reactions of substituted thioureas and selenoureas with iron carbonyls have been systematically investigated, and five types of SFe3, S2Fe3, S3Fe5, SeFe3, and Se2Fe3 clusters with chelating diaminocarbenes have been synthesized and characterized by X-ray crystallography. The reactions of C3H5NHC(=S)NHAr with Fe-3(CO)(12) afford (mu(3)-S)Fe-3(CO)(7)(mu-CO)(kappa C-3,C,C-C3H5NHCNHAr) (1, Ar = Ph; 2, Ar = 4-H2NC6H4). In contrast, the reactions of (2-C5H4N)NHC(=S)NHN=CHAr with Fe-2(CO)(9) form (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C5H4N)NHCNHN=CHAr) (3, Ar = Ph; 4, Ar = 4-CH3C6H4). Likewise, reactions of GNHC(=S)NHC(=O) Ph with Fe-3(CO)(12) provide (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2,C-GNHCNHC(=O)Ph) (5, G = 2-C5H4N; 6, G = 2-C4H3N2) as well as Fe-3(CO)(8)(mu-CO)(2)(kappa N-2,C-(2-C4H3N2)NHCNHC(=O)Ph). The reaction of (2-C5H4N)NHC(=S) NH2 with Fe-3(CO)(12) gives (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C5H4N)NHCNH2) (7). The reactions of GNHC(=S) NHPh with Fe-3(CO)(12) produce (mu(3)-S)(2)Fe-3(CO)(7)(kappa N-2, C-GNHCNHPh) (8, G = 2-C5H4N; 9, G = 2-C4H3N2). Analogously, (2-C5H4N) HC(= S) NH(2- CH3C6H4) offers (mu 3- S) 2Fe(3)(CO) 7(kappa 2N, C( 2- C5H4N) NHCNH(2- CH3C6H4)) (10). However, (2- C5H4N) NHC(= S) NH(2- CH3OC6H4) generates (mu 3- S) 2(mu 4- S) Fe5(CO) 10(mu- CO) 2(kappa 2N, C-(2- C5H4N) NHCNH(2- CH3OC6H4)) (11). Furthermore, the reactions of (2- C5H4N) NHC(= S) NHR with Fe-3(CO) 12 form (mu 3- S) 2(mu 4- S) Fe5(CO) 10(mu- CO) 2(kappa 2N, C( 2- C5H4N) NHCNHR) (12, R = 2- H2NC6H4; 13, R = 4- H2NC6H4; 14, R = 2- C5H4N). Surprisingly, the reaction of (2- C5H4N) NHC(= S) NHC3H5 with Fe-3(CO) 12 leads to (mu 3- S) 2(mu 4- S) Fe5(CO) 10(mu CO) 2(kappa 2N, C-(2- C5H4N) NHCNHC3H5) (15). The reaction of C3H5NHC(= Se) NHPh with Fe-3(CO) 12 affords (mu 3- Se) Fe-3(CO) 7(mu- CO)(kappa 3C, C, C- C3H5NHCNHPh) (16) as well as [(kappa 2N, C- PhNCNHC3H5) Fe2(CO) 6(mu 4- Se) Fe2(CO) 6] 2(mu 4- Se). As with (2- C4H3N2) NHC(= S) NHPh, (2- C4H3N2) NHC(= Se) NHPh offers (mu(3)-Se)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C4H3N2)NHCNHPh) (17). Unlike (2-C5H4N)NHC(=S)NH (2-CH3OC6H4), (2-C5H4N) NHC(=Se) NH(2-CH3OC6H4) yields (mu(3)-Se)(2)Fe-3(CO)(7)(kappa N-2,C-(2-C5H4N) NHCNH(2-CH3OC6H4)) (18). By virtue of N-H...N, N-H...O, and C-H...O intermolecular hydrogen bonds along with other non-covalent interactions, these new organometallic clusters exhibit interesting supramolecular structures
• Synthesis of 1,3-Selenazines and 1,3-Selenazolidines via Intramolecular Addition of<i>N</i>-Allylselenoureas
  作者：Mamoru Koketsu、Takashi Kiyokuni、Tsutomu Sakai、Hiromune Ando、Hideharu Ishihara

  DOI：10.1246/cl.2006.626

  日期：2006.6

  The regiochemistry of intramolecular addition of N-allylselenoureas leading to 2-imino-5-methyl-l,3-selenazolidines or 2-amino-5-iodo-4H-5,6-dihydro-l,3-selenazines depends on the treatment of hydrogen chloride or iodine: treatment of hydrogen chloride with N-allylselenoureas affords preferentially 2-imino-5-methyl-l,3-selenazolidines through 5-endo closure, whereas treatment of iodine affords preferentially

  N-烯丙基硒脲的分子内加成导致 2-imino-5-methyl-l,3-selenazolidines 或 2-amino-5-iodo-4H-5,6-dihydro-l,3-selenazines 的区域化学取决于治疗氯化氢或碘：用 N-烯丙基硒脲处理氯化氢通过 5-内封闭优先提供 2-亚氨基-5-甲基-l,3-硒唑烷，而碘处理优先提供 2-氨基-5-碘-4H -5,6-dihydro-1,3-selenazines 通过 6-exo 闭合。