N-[2-[(2-氰基-4,6-二硝基苯基)偶氮]-5-(二乙基氨基)苯基]-乙酰胺 | 24170-60-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: N-[2-[(2-氰基-4,6-二硝基苯基)偶氮]-5-(二乙基氨基)苯基]-乙酰胺
• 中文别名: N-[2-[(2-氰基-4,6-二硝基苯)偶氮]-5-(二乙基氨)苯基]乙酰胺；二(2,4,6-三溴苯基)富马酸酯
• 英文名称: disperse blue 165
• 英文别名: C.I. Disperse Red 165；N-{2-[(2-cyano-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl}acetamide；N-[2-[(2-Cyano-4,6-dinitrophenyl)azo]-5-(diethylamino)phenyl]acetamide；N-[2-[(2-cyano-4,6-dinitrophenyl)diazenyl]-5-(diethylamino)phenyl]acetamide
• CAS: 24170-60-3
• 化学式: C₁₉H₁₉N₇O₅
• 分子量: 425.404
• InChiKey: NHBNDXGKNAEBAI-UHFFFAOYSA-N

物化性质

• 熔点：
  210-212 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  698.9±55.0 °C(Predicted)
• 密度：
  1.445[at 20℃]
• LogP：
  3.11 at 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  173
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  咪唑 、 N-[5-(二乙基氨基)-2-[(2,4-二硝基苯基)偶氮]苯基]乙酰胺 以was produced in addition to the desired 3-acetylamino-4-(2'-cyano-4',6'-dinitrophenylazo)-N,N-diethylaniline的产率得到N-[2-[(2-氰基-4,6-二硝基苯基)偶氮]-5-(二乙基氨基)苯基]-乙酰胺
  参考文献：
  名称：

  Process for the manufacture of aromatic nitriles

  摘要：

  通过在铜催化剂和酸中和剂（最好是三级胺）的存在下，将芳香卤素化合物与甲醛肟反应制备芳香基腈的过程，特别适用于通过氰代替偶氮染料偶联处的邻位卤素。

  公开号：

  US04192800A1

文献信息

• Catalyst complex for the preparation of cyano-azo dyestuffs
  申请人：Produits Chimiques Ugine Kuhlmann

  公开号：US04165297A1

  公开（公告）日：1979-08-21

  A process for preparing a cyano-azo dyestuff which is insoluble in water and has the formula: (CN).sub.n --A--N.dbd.N--B (I) starting with a halogen-azo compound of formula: (Hal).sub.n --A--N.dbd.N--B (II) in which A denotes a benzenoid group containing a nitrile or halogen substituent(s) in ortho position with respect to the azo group; Hal represents an atom of halogen, and preferably bromine or chlorine; B denotes the radical of a coupling compound; and preferably a substituted para-aminoarylene radical; A and B are devoid of groups which confer solubility in water and may contain other substituents such as halogen, alkyl, alkoxy, aryl, aralkyl, nitro, cyano, trifluoroalkyl, sulfonyl, acylamino, acyl, secondary or tertiary amino, or an ester of a carboxylic acid; and N is 1 or 2, wherein a compound of formula (II) is reacted with an alkali cyanide, preferably sodium cyanide, in the presence of water, and further in the presence of a solvent formed by a sulfide of formula: NC--R--S--(R').sub.m --CN (III) where R and R', which may be the same or different, denote an alkylene radical having from 1 to 6 carbon atoms and having a straight or branched chain which may contain --O-- or --S-- bridge; m is 0 or 1; and in the presence of a catalyst constituted by a molecular combination between the sulfide of formula (III) and a cuprous salt.

  一种制备不溶于水的氰基-偶氮染料的方法，其化学式为：(CN).sub.n --A--N.dbd.N--B (I)，起始物为式为：(Hal).sub.n --A--N.dbd.N--B (II)的卤代偶氮化合物，其中A表示带有氰基或卤素取代基的苯环基团，与偶氮基相对应的位置为邻位；Hal代表卤素原子，优选溴或氯；B表示偶联化合物的基团，优选取代的对氨基芳烃基团；A和B不含使其溶于水的基团，可含有其他取代基，如卤素、烷基、烷氧基、芳基、芳基烷基、硝基、氰基、三氟甲基、磺酰基、酰胺基、酰基、次级或三级氨基或羧酸酯；N为1或2。在水的存在下，将式为(II)的化合物与碱性氰化物反应，优选为氰化钠，在式为NC--R--S--(R').sub.m --CN (III)的硫化物溶剂存在下进行反应，其中R和R'可以相同也可以不同，表示具有1至6个碳原子的烷基，直链或支链，可以含有--O--或--S--桥；m为0或1；在硫化物(III)和铜盐分子复合体的催化剂存在下进行反应。
• Process for the preparation of cyano azo dyestuffs
  申请人：Produits Chimiques Ugine Kuhlmann

  公开号：US04126610A1

  公开（公告）日：1978-11-21

  A process for preparing a cyano-azo dyestuff which is insoluble in water and has the formula: (CN).sub.n -- A -- N .dbd. N -- B (I) starting with a halogen-azo compound of formula: (Hal).sub.n -- A -- N .dbd. N -- B (II) in which A denotes a benzenoid group containing a nitrile or halogen substituent(s) in ortho position with respect to the azo group; Hal represents an atom of halogen, and preferably bromine or chlorine; B denotes the radical of a coupling compound; and preferably a substituted para-aminoarylene radical; A and B are devoid of groups which confer solubility in water and may contain other substituents such as halogen, alkyl, alkoxy, aryl, aralkyl, nitro, cyano, trifluoroalkyl, sulfonyl, acylamino, acyl, secondary or tertiary amino, or an ester of a carboxylic acid; And n is 1 or 2, wherein a compound of formula (II) is reacted with an alkali cyanide, preferably sodium cyanide, in the presence of water, and further in the presence of a solvent formed by a sulfide of formula: NC -- R -- S -- (R').sub.m -- CN (III) where R and R', which may be the same or different, denote an alkylene radical having from 1 to 6 carbon atoms and having a straight or branched chain which may contain --O-- or --S-- bridge; m is 0 or 1; and in the presence of a catalyst constituted by a molecular combination between the sulfide of formula (III) and a cuprous salt.

  一种制备不溶于水的氰基-偶氮染料的方法，其化学式为：(CN).sub.n -- A -- N.dbd.N -- B (I)，起始物为一种卤素-偶氮化合物，其化学式为：(Hal).sub.n -- A -- N.dbd.N -- B (II)，其中A表示含有苯环基团，该基团在偶氮基团的正交位上含有腈或卤素取代基；Hal代表卤素原子，最好是溴或氯；B表示偶联化合物的基团，最好是取代的对氨基芳基烷基基团；A和B不含有使其溶于水的基团，可以含有其他取代基，如卤素，烷基，烷氧基，芳基，芳基烷基，硝基，氰基，三氟甲基，磺酰基，酰胺基，酰基，二级或三级氨基，或羧酸酯；n为1或2，其中化合物(II)与碱性氰化物反应，最好是氰化钠，在水的存在下，并在式为：NC--R--S--(R').sub.m--CN (III)的硫化物溶剂的存在下进行，其中R和R'，可以相同也可以不同，表示具有1至6个碳原子的烷基，具有直链或支链，可以含有--O--或--S--桥；m为0或1；并在由式为(III)的硫化物和铜盐的分子组合形成的催化剂的存在下进行。