1-methyl-2-phenylsulfanyl-quinolinium; iodide | 73855-30-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-methyl-2-phenylsulfanyl-quinolinium; iodide
• 英文别名: 1-Methyl-2-phenylmercapto-chinolinium; Jodid；1-Methyl-2-(phenylthio)quinolinium iodide；1-methyl-2-phenylsulfanylquinolin-1-ium;iodide
• CAS: 73855-30-8
• 化学式: C₁₆H₁₄NS*I
• 分子量: 379.264
• InChiKey: NQSRDLZTFSBKKM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-乙基-2-甲基苯并唑对甲基苯磺酸酯 、 1-methyl-2-phenylsulfanyl-quinolinium; iodide 在 乙醇 、 三乙胺 作用下， 生成 (3-ethyl-benzothiazol-2-yl)-(1-methyl-[2]quinolyl)-methinium ; toluene-4-sulfonate
  参考文献：
  名称：

  Process of preparing cyanine dyes from substituted mercapto derivatives

  摘要：

  公开号：

  US02202827A1
• 作为产物：
  描述：

  2-Iodo-1-methyl-quinolinium 、 苯硫酚 在 乙醇 、 三乙胺 作用下， 生成 1-methyl-2-phenylsulfanyl-quinolinium; iodide
  参考文献：
  名称：

  Derivatives of pyridine and quinoline and their preparation

  摘要：

  公开号：

  US02117936A1

文献信息

• Chxgh
  申请人：——

  公开号：US02734900A1

  公开（公告）日：1956-02-14

  The invention comprises compounds of the formula <;FORM:0774780/IV(b)/1>; or of the formula <;FORM:0774780/IV(b)/2>; wherein R is an alkyl, substituted alkyl, aralkyl or alkenyl group, R1 is a phenanthryl, naphthyl or a 2-thienyl group, R2 is a hydrogen atom or a methyl group, R3 is a hydrogen atom or an alkyl, substituted alkyl, aralkyl, phenyl or substituted phenyl or furyl group, X is an anion and Z represents the non-metallic atoms to complete a heterocylic nucleus of the thiazole, benzthiazole, naphthathiazole benzoxazole, naphthoxazole, benzselenazole napthaselenazole or thiazoline series, which nuclei may be substituted, e.g. by alkyl, aryl, thienyl, halogen, hydroxy or alkoxy atoms or groups ; it also comprises the process for the preparation of the above compounds and also the broader class of compounds of the formula I wherein R1 may be any carbocyclic aromatic group or thienyl group, wherein a compound of the formula <;FORM:0774780/IV(b)/3>; is condensed with a ketone of the formula or <;FORM:0774780/IV(b)/4>; The quaternary salt of the formula III may be formed in situ by using the free base together with a compound of the formula R-X. In the above general formul R may suitably be a saturated alkyl group of 1-4 carbon atoms or a b -hydroxyethyl, carboxymethyl, carbethoxymethyl, methoxyethyl, benzyl or allyl group ; X may suitably be a chloride, bromide, iodide, perchlorate, thiocyanate, acetate, methylsulphate, ethylsulphate, benzenesulphonate or toluenesulphonate anion ; Z may suitably be the atoms necessary to complete a thiazole, benzthiazole, naphthathiazole, benzoxazole, naphthoxazole, benzselenazole, naphthaselenazole or thiazoline ring which may be substituted for example by methyl, phenyl, chlorine, bromine, iodine, methoxy, hydroxy, methylenedioxy or ethoxy atoms or groups ; R1 may suitably be a phenyl, tolyl, chlorophenyl, hydroxyphenyl, methoxyphenyl, naphthyl, di-methylphenyl, p - dimethylaminophenyl, p - diethylaminophenyl, 9 - phenanthryl or 2 - thienyl group and R3 may suitably be a saturated alkyl group of 1-4 carbon atoms or a benzyl, phenyl, tolyl, b -methoxyphenyl or furyl group. Suitable ketones of the formul IV and V are 1-acetonaphthone, acetophenone, isophorone, methyl - 2 - thienylketone, p - dimethylamino-acetophenone, 9 - acetylphenanthnene, 3 : 5 - dimethyl - 2 - cyclohexene - 1 - one, 5 - ethyl - 3 - methyl - 2 - cyclohexene - 1 - one, 5 - furyl 3 - methyl - 2 - cyclohexene - 1 - one and 3 - methyl - 5 - phenyl - 2 - cyclohexene - 1 - one. In examples there are prepared by the above process, (1) 3 - ethyl - 2 - (2 - a - naphthylpropenyl) benzthiazolium iodide ; (2) 3-ethyl-2 - (2 - phenyl)propenyl - benzthiazolium - p - toluene sulphonate ; (3) 3 - ethyl - 2 - (1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) methylbenzthiazolium iodide ; (4) 3 - ethyl - 2 - (2 - (2 - thienyl) propenyl) benzthiazolium p - toluene-sulphonate ; (5) 1-ethyl-2-(2-(2-thienyl) propenyl) naphtha [1 : 2] - thiazolium iodide ; (6) 3 - ethyl - 2 - (2 - (p - dimethylaminophenyl) propenyl) benzthiazolium iodide ; (7) 3 - ethyl-2 - [2 - (2 : 5 - dimethylphenyl) propenyl) benzthiazolium iodide ; (8) 3 - ethyl - 2 - (2 - (9 - phenanthryl) propenyl) benzthiazolium iodide ; (9) 1 - ethyl - 2 - (2 - p - hydroxyphenyl) propenyl - naphtha [1 : 2] - thiazolium iodide ; (10) 1 - methyl - 2 - (2 - (1 - naphthyl) propenyl) naphtha [1 : 2] - thiazolium iodide ; (11) 5 - chloro - 3 - ethyl - 2 - (1 : 5 : 5 - trimethyl - 3 - cyclohexenylidene) - methylbenzthiazolium p - toluene sulphonate ; (12) 3-ethyl-2-(1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) - methylbenzoxazolium iodide ; (13) 3-ethyl-2-(1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) methyl benzselenazolium iodide ; (14) 2-(1 : 5-dimethyl-3-cyclohexenylidene) methyl - 3 - ethyl - benzthiazolium iodide ; (15) 1-ethyl-2-(1 : 5 : 5-trimethyl - 3 - cyclohexenylidene) methyl naphtha [1 : 2] - thiazolium iodide and (16) 3-ethyl - 2 - (1 : 5 : 5 - trimethylcyclohexenylidene) methylnaphtha : [2 : 1] - thiazolium iodide. Specifications 344,409 [Group IV], 637,039, 669,174 and 774,779 [all in Group IV (c), are referred to.

  该发明涉及公式为<;FORM:0774780/IV(b)/1>;或公式为<;FORM:0774780/IV(b)/2>;的化合物，其中R是烷基，取代烷基，芳基烷基或烯基基团，R1是菲烯基，萘基或2-噻吩基团，R2是氢原子或甲基基团，R3是氢原子或烷基，取代烷基，芳基烷基，苯基或取代苯基或呋喃基团，X是阴离子，Z代表非金属原子，以完成噻唑，苯并噻唑，萘并噻唑，苯并噁唑，萘并噁唑，苯并硒唑，萘并硒唑或噻唑环的杂环核，这些核可以被取代，例如通过烷基，芳基，噻吩基，卤素，羟基或烷氧基原子或基团取代。它还包括制备上述化合物的过程，以及公式I的更广泛的化合物类，其中R1可以是任何碳环芳香基团或噻吩基团，其中公式<;FORM:0774780/IV(b)/3>;的化合物与公式或<;FORM:0774780/IV(b)/4>;的酮缩合。III式的季铵盐可以通过将自由碱与公式R-X的化合物一起使用来原位形成。在上述一般公式中，R可以适当是1-4个碳原子的饱和烷基基团或β-羟乙基，羧甲基，羧乙氧甲基，甲氧基乙基，苄基或烯丙基基团；X可以适当是氯化物，溴化物，碘化物，高氯酸盐，硫氰酸盐，乙酸盐，甲基磺酸盐，乙基磺酸盐，苯磺酸盐或甲苯磺酸盐阴离子；Z可以适当是必要的原子来完成噻唑，苯并噻唑，萘并噻唑，苯并噁唑，萘并噁唑，苯并硒唑，萘并硒唑或噻唑环，可以通过甲基，苯基，氯，溴，碘，甲氧基，羟基，亚甲二氧基或乙氧基原子或基团取代；R1可以适当是苯基，甲苯基，氯苯基，羟基苯基，甲氧基苯基，萘基，二甲基苯基，对-二甲基氨基苯基，对-二乙基氨基苯基，9-菲烯基或2-噻吩基团，R3可以适当是1-4个碳原子的饱和烷基基团或苄基，苯基，甲苯基，β-甲氧基苯基或呋喃基团。适用于公式IV和V的合适的酮包括1-乙酰基萘酮，苯乙酮，异佛农，甲基-2-噻吩酮，对-二甲基氨基苯乙酮，9-乙酰基菲并[1，2]噻唑，3:5-二甲基-2-环己烯-1-酮，5-乙基-3-甲基-2-环己烯-1-酮，5-呋喃基3-甲基-2-环己烯-1-酮和3-甲基-5-苯基-2-环己烯-1-酮。在示例中，通过上述过程制备了（1）3-乙基-2-（2-a-萘基丙烯基）苯并噻唑盐酸盐；（2）3-乙基-2-（2-苯基）丙烯基-苯并噻唑-p-甲苯磺酸盐；（3）3-乙基-2-（1:5:5-三甲基-3-环己烯基）甲基苯并噻唑盐酸盐；（4）3-乙基-2-（2-（2-噻吩）丙烯基）苯并噻唑-p-甲苯磺酸盐；（5）1-乙基-2-（2-（2-噻吩）丙烯基）萘并[1:2]-噻唑盐酸盐；（6）3-乙基-2-（2-（对-二甲基氨基苯基）丙烯基）苯并噻唑盐酸盐；（7）3-乙基-2-[2-（2:5-二甲基苯基）丙烯基）苯并噻唑盐酸盐；（8）3-乙基-2-（2-（9-菲烯基）丙烯基）苯并噻唑盐酸盐；（9）1-乙基-2-（2-对-羟基苯基）丙烯基-萘并[1：2]-噻唑盐酸盐；（10）1-甲基-2-（2-（1-萘基）丙烯基）萘并[1：2]-噻唑盐酸盐；（11）5-氯-3-乙基-2-（1:5:5-三甲基-3-环己烯基）-甲基苯并噻唑-p-甲苯磺酸盐；（12）3-乙基-2-（1:5:5-三甲基-3-环己烯基）-甲基苯并噁唑盐酸盐；（13）3-乙基-2-（1:5:5-三甲基-3-环己烯基）甲基苯并硒唑盐酸盐；（14）2-（1:5-二甲基-3-环己烯基）甲基-3-乙基-苯并噻唑盐酸盐；（15）1-乙基-2-（1:5:5-三甲基-3-环己烯基）甲基萘并[1：2]-噻唑盐酸盐和（16）3-乙基-2-（1:5:5-三甲基环己烯基）甲基萘并[2：1]-噻唑盐酸盐。规格344,409 [IV组]，637,039，669,174和774,779 [均在IV（c）组中]。
• Trinuclear polymethine dyes containing a pyrryl indolyl, or pyrrocolyl nucleus
  申请人：EASTMAN KODAK CO

  公开号：US02666761A1

  公开（公告）日：1954-01-19
• Process of preparing cyanine dyes from substituted mercapto derivatives
  申请人：EASTMAN KODAK CO

  公开号：US02202827A1

  公开（公告）日：1940-06-04
• Derivatives of pyridine and quinoline and their preparation
  申请人：EASTMAN KODAK CO

  公开号：US02117936A1

  公开（公告）日：1938-05-17