四氢-5-(2-羟基乙基)-1,3,5-三嗪-2(1H)-硫酮 | 26957-73-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪烷类
• 中文名称: 四氢-5-(2-羟基乙基)-1,3,5-三嗪-2(1H)-硫酮
• 英文名称: 5-(2-hydroxyethyl)-1,3,5-triazinane-2-thione
• 英文别名: Tetrahydro-5-(2-hydroxyethyl)-1,3,5-triazine-2(1H)-thione
• CAS: 26957-73-3
• 化学式: C₅H₁₁N₃OS
• mdl: MFCD13816276
• 分子量: 161.228
• InChiKey: NATVVRFRJHJKDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  289.7±50.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)
• 溶解度：
  22.8 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  79.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2933699090

反应信息

• 作为反应物：
  描述：

  四氢-5-(2-羟基乙基)-1,3,5-三嗪-2(1H)-硫酮 、 3-[[4-(2-Piperidin-1-ylethoxy)phenyl]methyl]-2-[4-tri(propan-2-yl)silyloxyphenyl]-1-benzothiophen-6-ol 生成 5-[2-(4-{6-Hydroxy-3-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-benzo[b]thiophen-2-yl}-phenoxy)-ethyl]-[1,3,5]triazinane-2-thione
  参考文献：
  名称：

  Solid phase chemistry approach to the SAR development of a novel class of active site-directed thrombin inhibitors

  摘要：

  A solid phase chemistry approach utilizing Mitsunobu chemistry, amine functionalization. and parallel purification was used to produce a diverse library of benzothiophene analogs. These analogs were used to advance the SAR of this class of molecules and give new directions for future studies. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00684-5
• 作为产物：
  描述：

  N,N′-bis[(dimethylamino)methyl]thiourea 、 C.I.酸性橙108 在 SmCl₃*6H₂O 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以25%的产率得到四氢-5-(2-羟基乙基)-1,3,5-三嗪-2(1H)-硫酮
  参考文献：
  名称：

  Synthesis of 5-alkyl-1,3,5-triazinan-2-ones and 5-alkyl-1,3,5-triazinane-2-thiones using Cu- and Sm-containing catalysts

  摘要：

  Efficient procedures have been developed for the synthesis of 5-alkyl-1,3,5-triazinan-2-ones and 5-alkyl-1,3,5-triazinane-2-thiones by reaction of urea (thiourea) with primary alkylamines and N,N,N',N'-tetramethylmethylenediamine and by reaction of primary amines with N,N'-bis(dimethylaminomethyl)urea(thiourea) in the presence of Cu- and Sm-containing catalysts.

  DOI：

  10.1134/s1070428013060171

文献信息

• Catalytic cycloaminomethylation of ureas and thioureas with N,N-bis(methoxymethyl)alkanamines
  作者：R. R. Khairullina、A. R. Geniyatova、E. S. Meshcheryakova、L. M. Khalilov、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1134/s1070428015010200

  日期：2015.1

  An efficient procedure has been developed for the synthesis of 5-alkyl-1,3,5-triazinan-2-ones, 5-alkyl-1,3,5-triazinane-2-thiones, and 2,6-dialkylhexahydro-2,3a,4a,6,7a,8a-hexaazacyclopenta[def]fluorene-4,8(1H,5H)-diones by reactions of urea, thiourea, and tetrahydroimidazo[4,5-d]imidazole-2,5-(1H,3H)-dione with N,N-bis(methoxymethyl)alkanamines in the presence of SmCl3 · 6 H2O as catalyst.

  已经开发出一种有效的程序，用于合成5-烷基-1,3,5-三嗪二-2-酮，5-烷基-1,3,5-三嗪烷-2-硫酮和2,6-二烷基六氢-2 ，3a，4a，6,7a，8a-六氮杂环戊[ def ]芴-4,8 （1 H，5 H）-二酮通过脲，硫脲和四氢咪唑[4,5 - d ]咪唑-2,5的反应在SmCl 3 ·6 H 2 O作为催化剂的情况下，用N，N-双（甲氧基甲基）烷胺与-（1 H，3 H）-二酮。
• Synthesis of 5-alkyl-1,3,5-triazinan-2-ones and 5-alkyl-1,3,5-triazinane-2-thiones using Cu- and Sm-containing catalysts
  作者：R. R. Khairullina、A. R. Geniyatova、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1134/s1070428013060171

  日期：2013.6

  Efficient procedures have been developed for the synthesis of 5-alkyl-1,3,5-triazinan-2-ones and 5-alkyl-1,3,5-triazinane-2-thiones by reaction of urea (thiourea) with primary alkylamines and N,N,N',N'-tetramethylmethylenediamine and by reaction of primary amines with N,N'-bis(dimethylaminomethyl)urea(thiourea) in the presence of Cu- and Sm-containing catalysts.
• Solid phase chemistry approach to the SAR development of a novel class of active site-directed thrombin inhibitors
  作者：Mary George Johnson、Duane D. Bronson、Jan E. Gillespie、Donetta S. Gifford-Moore、Kyomi Kalter、Michael P. Lynch、Jefferson R. McCowan、Catherine C. Redick、Daniel J. Sall、Gerald F. Smith、Robert J. Foglesong

  DOI：10.1016/s0040-4020(99)00684-5

  日期：1999.9

  A solid phase chemistry approach utilizing Mitsunobu chemistry, amine functionalization. and parallel purification was used to produce a diverse library of benzothiophene analogs. These analogs were used to advance the SAR of this class of molecules and give new directions for future studies. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.