3-acetyl-4,4-dimethyl-1,3-thiazolidine-2-thione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-acetyl-4,4-dimethyl-1,3-thiazolidine-2-thione
• 英文别名: 1-(4,4-Dimethyl-2-thioxo-thiazolidin-3-yl)-ethanone；1-(4,4-dimethyl-2-sulfanylidene-1,3-thiazolidin-3-yl)ethanone
• 化学式: C₇H₁₁NOS₂
• 分子量: 189.302
• InChiKey: BDNNMFLHZNIURT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-羟基-4-甲氧基苯甲醇 、 3-acetyl-4,4-dimethyl-1,3-thiazolidine-2-thione 以 甲苯 为溶剂， 反应 72.0h， 生成 3-hydroxy-4-methoxy-benzyl acetate 、 5-acetoxymethyl-2-methoxyphenyl acetate 、 3-乙酰氧基-4-甲氧基苄醇
  参考文献：
  名称：

  Twisted Amides as Selective Acylating Agents for Hydroxyl Groups under Neutral Conditions:  Models for Activated Peptides during Enzymatic Acyl Transfer Reaction

  摘要：

  The highly twisted amide 2 served as a selective acylating agent; for dials under neutral conditions. The reaction of primary-secondary dials with 2 led to the corresponding primary alkyl monopivalates. For dials containing alcoholic and phenolic hydroxyl groups, alcoholic hydroxyl groups were selectively acylated under neutral conditions, whereas, the opposite selectivity was observed under basic conditions, similar to the cases using acyl halides or acid anhydrides. Although 1 and 3 were unreactive to alcohols, 5-10 having substituent groups at C-4 were reactive to alcohols to give the corresponding acetates or benzoates.

  DOI：

  10.1021/jo9522015
• 作为产物：
  描述：

  4,4-二甲基噻唑烷-2-硫酮 、 乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以85.6%的产率得到3-acetyl-4,4-dimethyl-1,3-thiazolidine-2-thione
  参考文献：
  名称：

  Effects of C(O)−N Bond Rotation on the ¹³C, ¹⁵N, and ¹⁷O NMR Chemical Shifts, and Infrared Carbonyl Absorption in a Series of Twisted Amides

  摘要：

  A series of the C(O)-N twisted amides, 3-acyl-4-alkyl-1,3-thiazolidine-2-thiones la-e, was synthesized, and the structures were elucidated by X-ray crystallographic analysis. The relationship between the C(O)-N twist angles tau, the C-13, N-15, and O-17 NMR chemical shifts, and the infrared absorption of carbonyl groups were investigated in order to provide insight into the changes in charge distribution dependence on the C(O)-N twist angle. Furthermore, the relationship of the v(C=O) and the N-15 chemical shift was also investigated. Because the spectral data reflect considerable substituent effects, the C-13 and O-17 chemical shifts and v(C=O) were compared with those of corresponding N,N-dimethylamides 2a-c, and the N-15 chemical shifts were compared with those of corresponding N-methyl-1,3-thiazolidine-2-thiones 3a-c. As the twist angle increased, the Delta delta(13)C and Delta delta(17)O increased, whereas, the Delta delta(15)N decreased. Furthermore, the Delta v(C=O) increased with increasing tau and decreased with increasing Delta delta(15)N. Th, relationship of the results to the classical amide resonance model and recently proposed model is also discussed.

  DOI：

  10.1021/jo9516953

文献信息

• USE OF A SUBSTITUTED THIAZOLIDINE COMPOUND AS NITRIFICATION INHIBITOR
  申请人：BASF SE

  公开号：US20210276930A1

  公开（公告）日：2021-09-09

  The invention relates to novel nitrification inhibitors of formula I, which are substituted thiazolidine compounds. Moreover, the invention relates to the use of compounds of formula (I) as nitrification inhibitors, i.e. for reducing nitrification, as well as agrochemical mixtures and compositions comprising the nitrification inhibitors of formula (I).
• [EN] USE OF A SUBSTITUTED THIAZOLIDINE COMPOUND AS NITRIFICATION INHIBITOR<br/>[FR] UTILISATION D'UN COMPOSÉ DE THIAZOLIDINE SUBSTITUÉ EN TANT QU'INHIBITEUR DE NITRIFICATION
  申请人：BASF SE

  公开号：WO2020020765A1

  公开（公告）日：2020-01-30

  The invention relates to novel nitrification inhibitors of formula I, which are substituted thiazolidine compounds. Moreover, the invention relates to the use of compounds of formula (I) as nitrification inhibitors, i.e. for reducing nitrification, as well as agrochemical mixtures and compositions comprising the nitrification inhibitors of formula (I).