(4,5-dihydro-thiazol-2-yl)-naphthalen-1-yl-amine | 35160-17-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (4,5-dihydro-thiazol-2-yl)-naphthalen-1-yl-amine
• 英文别名: (4,5-Dihydro-thiazol-2-yl)-[1]naphthyl-amin；2-α-Naphthylamino-Δ²-thiazolin；2-Thiazoline, 2-(1-naphthylamino)-；N-naphthalen-1-yl-4,5-dihydro-1,3-thiazol-2-amine
• CAS: 35160-17-9
• 化学式: C₁₃H₁₂N₂S
• mdl: MFCD00125964
• 分子量: 228.318
• InChiKey: OPHJVMLHMZPRDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-萘异硫氰酸酯 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 生成 (4,5-dihydro-thiazol-2-yl)-naphthalen-1-yl-amine
  参考文献：
  名称：

  Promoting effects of the hydroxymethyl group on the fluorescent signaling recognition of anions by thioureas

  摘要：

  A series of novel fluorescent naphthylthioureas 1-4 with hydroxymethyl groups was designed and synthesized. Upon complexation with anions, 1-4 showed strong fluorescence enhancements in the order: 1>2>3approximate to4, which is consistent with the number of hydroxymethyl groups contained in their structures. Hydroxymethyl groups have an important influence on the compounds' trans-trans or trans-cis conformations, and their action to promote the fluorescence signaling recognition of the thioureas for anions might be caused by their preorganizing the intramolecular protons of the receptor in favor of sites of the trans-trans conformation ready for hydrogen bond formation with the anions. Thioureas I to 4 had favorable selectivities for certain anions, which relied on the net charge and Brphinsted basicity of the anions. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02671-0

文献信息

• Hirashima, Akinori; Yoshii, Yutuka; Eto, Morifusa, Agricultural and Biological Chemistry, 1991, vol. 55, # 10, p. 2537 - 2546
  作者：Hirashima, Akinori、Yoshii, Yutuka、Eto, Morifusa

  DOI：——

  日期：——
• Beitrag zur Synthese und Umlagerung 1-substituierter Thiocarbamyläthylenimine in N-substituierte Derivate des 2-Amino-2-thiazolins. 5. Mitteilung: Zur Chemie der substituierten Thiosemicarbazide und Thioharnstoffe
  作者：M. Tišler

  DOI：10.1002/ardp.19582910906

  日期：——
• Najer,H.; Giudicelli,R., Bulletin de la Societe Chimique de France, 1960, p. 960 - 963
  作者：Najer,H.、Giudicelli,R.

  DOI：——

  日期：——
• Promoting effects of the hydroxymethyl group on the fluorescent signaling recognition of anions by thioureas
  作者：Xuhong Qian、Fengyu Liu

  DOI：10.1016/s0040-4039(02)02671-0

  日期：2003.1

  A series of novel fluorescent naphthylthioureas 1-4 with hydroxymethyl groups was designed and synthesized. Upon complexation with anions, 1-4 showed strong fluorescence enhancements in the order: 1>2>3approximate to4, which is consistent with the number of hydroxymethyl groups contained in their structures. Hydroxymethyl groups have an important influence on the compounds' trans-trans or trans-cis conformations, and their action to promote the fluorescence signaling recognition of the thioureas for anions might be caused by their preorganizing the intramolecular protons of the receptor in favor of sites of the trans-trans conformation ready for hydrogen bond formation with the anions. Thioureas I to 4 had favorable selectivities for certain anions, which relied on the net charge and Brphinsted basicity of the anions. (C) 2003 Elsevier Science Ltd. All rights reserved.