2-[2-(乙酰基苯基氨基)乙烯基]-3-乙基苯并恶唑鎓碘化物 | 6992-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[2-(乙酰基苯基氨基)乙烯基]-3-乙基苯并恶唑鎓碘化物
• 英文名称: 2-[2-(acetylphenylamino)vinyl]-3-ethylbenzoxazolium iodide
• 英文别名: 2-[2-(N-acetyl-anilino)-vinyl]-3-ethyl-benzoxazolium; iodide；2-[2-(N-Acetyl-anilino)-vinyl]-3-aethyl-benzoxazolium; Jodid；N-[(Z)-2-(3-ethyl-1,3-benzoxazol-3-ium-2-yl)ethenyl]-N-phenylacetamide;iodide
• CAS: 6992-73-0
• 化学式: C₁₉H₁₉N₂O₂*I
• 分子量: 434.277
• InChiKey: SGSGUFNNYSEVCY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.77
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  37.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-[2-(乙酰基苯基氨基)乙烯基]-3-乙基苯并恶唑鎓碘化物 在 乙醇 作用下， 生成 bis-[(3-ethyl-3H-benzoxazol-2-yliden)-ethylidene]-p-phenylenediamine; dihydriodide
  参考文献：
  名称：

  Van Dormael; De Cat, Bulletin des Societes Chimiques Belges, 1949, vol. 58, p. 487,489, 490

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸酐 、 原甲酸三乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-[2-(乙酰基苯基氨基)乙烯基]-3-乙基苯并恶唑鎓碘化物
  参考文献：
  名称：

  Ogata, Rikagaku Kenkyusho Iho, 1937, vol. 16, p. 631,634

  摘要：

  DOI：

文献信息

• Synthesis and some properties of dyes containing the pyrano[2,3-d]-pyrimidine nucleus
  作者：Joseph Bailey、John A. Elvidge

  DOI：10.1039/p19730000823

  日期：——

  The condensation of 1,3-dialkylbarbituric acids with ethyl orthoacetate gives 7H-pyrano[2,3-d]pyrimidines. The structures of these dyes were confirmed by their reactions. The preparation and light absorptions of several non-ionic trinuclear dyes containing the pyrano[2,3-d]pyrimidine nucleus are discussed.

  1，3-二烷基巴比妥酸与原乙酸乙酯的缩合得到7 H-吡喃并[2，3- d ]嘧啶。这些染料的结构通过它们的反应得以证实。讨论了几种含有吡喃并[2,3- d ]嘧啶核的非离子型三核染料的制备和吸光度。
• 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]。
• Photographically useful chalcogenazolylidene and chalcogenazolium dyes and methods for their preparation
  申请人：EASTMAN KODAK COMPANY (a New Jersey corporation)

  公开号：EP0136847A2

  公开（公告）日：1985-04-10

  Novel aromatic chalcogenazolylidene and chalcogenazolium nucleus containing dyes and methods and intermediates for their preparation are disclosed.

  本发明公开了新型芳香缩醛唑亚基和缩醛唑鎓含核染料及其制备方法和中间体。
• Novel polymethine dyes and imaging compositions
  申请人：EASTMAN KODAK COMPANY (a New Jersey corporation)

  公开号：EP0297873A2

  公开（公告）日：1989-01-04

  Polymethine dyes are disclosed containing an acidic electron accepting terminal nucleus comprised of an isocyano group. The dyes are useful as spectral sensitizers in ultraviolet responsive imaging compositions.

  本发明公开了含有由异氰基组成的酸性电子接受端核的聚甲基染料。这些染料可用作紫外线响应成像组合物中的光谱敏化剂。
• Novel polymethine dyes and UV absorbers and imaging materials for their use
  申请人：EASTMAN KODAK COMPANY (a New Jersey corporation)

  公开号：EP0297872A2

  公开（公告）日：1989-01-04

  Polymethine dyes and ultraviolet absorbers are disclosed containing a basic electron donating terminal nucleus and an acidic electron accepting terminal nucleus satisfying the formula: where     Ar is independently in each occurrence an aromatic group and     D is an oxy or amino group. These polymethines are useful in imaging materials.

  本发明公开了聚甲醛染料和紫外线吸收剂，它们含有满足以下式子的碱性电子捐赠端核和酸性电子接受端核： 其中 Ar 是独立存在的芳香族基团，而 D 是氧或氨基。这些聚甲胺可用于成像材料。