3-(4-amino-3-methylphenyl)-7-phenyl-benzo-[1,2-b:4,5-b']-difuran-2,6-di-one | 129550-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-amino-3-methylphenyl)-7-phenyl-benzo-[1,2-b:4,5-b']-difuran-2,6-di-one
• 英文别名: 3-(4-Amino-3-methylphenyl)-7-phenylbenzo[1,2-b:4,5-ba(2)]difuran-2,6-dione；3-(4-amino-3-methylphenyl)-7-phenylfuro[2,3-f][1]benzofuran-2,6-dione
• CAS: 129550-63-6
• 化学式: C₂₃H₁₅NO₄
• 分子量: 369.376
• InChiKey: ZFXFJEGQPNAQLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-amino-3-methylphenyl)-7-phenyl-benzo-[1,2-b:4,5-b']-difuran-2,6-di-one 在 perborate 作用下， 生成 3-(3-Methyl-4-nitrophenyl)-7-phenylfuro[2,3-f][1]benzofuran-2,6-dione
  参考文献：
  名称：

  Novel High Yielding Syntheses of Benzodifuranone Dyes Bearing Nitrogen Substituents at the 4-Position of a Pendent Phenyl Ring

  摘要：

  Otherwise inaccessible nitro benzodifuranone (BZDF) dyes are formed in good yield by treatment of 5-hydroxy-2-oxo-3-phenyl-2,3-dihydrobenzofuran either with 4NO(2)-3-R-C6H3CBrClCO2CH3 (R = H, alkyl, aryl or CO2CH3) in acetic acid. High yielding reduction of the nitro to the amino BZDF is accomplished by catalytic hydrogenation over Pd or by NaBH4/SnCl2.

  DOI：

  10.1080/00397919608003867
• 作为产物：
  描述：

  3-(4-Amino-3-methyl-phenyl)-7-phenyl-3,7-dihydro-benzo[1,2-b;4,5-b']difuran-2,6-dione 在 air 、 三乙胺 作用下， 生成 3-(4-amino-3-methylphenyl)-7-phenyl-benzo-[1,2-b:4,5-b']-difuran-2,6-di-one
  参考文献：
  名称：

  Novel High Yielding Syntheses of Benzodifuranone Dyes Bearing Nitrogen Substituents at the 4-Position of a Pendent Phenyl Ring

  摘要：

  Otherwise inaccessible nitro benzodifuranone (BZDF) dyes are formed in good yield by treatment of 5-hydroxy-2-oxo-3-phenyl-2,3-dihydrobenzofuran either with 4NO(2)-3-R-C6H3CBrClCO2CH3 (R = H, alkyl, aryl or CO2CH3) in acetic acid. High yielding reduction of the nitro to the amino BZDF is accomplished by catalytic hydrogenation over Pd or by NaBH4/SnCl2.

  DOI：

  10.1080/00397919608003867

文献信息

• Colour and constitution of conjugate bases of benzodifurantrione, its ring-opened derivatives and benzodifuranone dye analogues
  作者：Michael G. Hutchings、Anthony J. Lawrence、Alan R. Kennedy

  DOI：10.1039/d1ob02442f

  日期：——

  benzodifuranone dyes. Their deprotonation results in previously unreported near infrared-absorbing conjugate bases. These appear to aggregate in solution, the more so in less polar solvents. Ring-opened derivatives of BDT containing α-dicarbonyl substituents also give coloured conjugate bases, but α-keto-ester and -anilide derivatives differ substantially (ester yellow; anilide intense red). Investigation

  观察到苯并二呋喃三酮 (BDT) 的苯系烯醇容易去质子化以产生亮紫色共轭碱，这导致了两项后续探索。通过插入p扩展 BDT 烯醇- 亚苯基单元进入烯醇 C-O 键得到已知的鲜红色 4-羟基化苯并二呋喃酮染料。它们的去质子化导致以前未报道的近红外吸收共轭碱基。这些似乎在溶液中聚集，在极性较小的溶剂中更是如此。含有 α-二羰基取代基的 BDT 的开环衍生物也产生有色共轭碱，但 α-酮酯和 - 苯胺衍生物差别很大（酯黄色；苯胺深红色）。对这种非直观差异的研究得出的结论是，虽然苯胺基本上是平面的，但酯是非平面的。构象的对比会影响其他密切相关的α-二羰基取代基的助色效应，从而影响颜色的变化。后一种观察结果通常具有跨越颜色化学的潜力。
• Polycyclic dyes
  申请人：ZENECA LIMITED

  公开号：EP0605404A2

  公开（公告）日：1994-07-06

  Polycyclic dyes of the formula: wherein: X1 and X2 are both H; Z1 and Z2 are both O; R1 and R2 each independently is H, alkyl, alkenyl, cycloalkyl, aralkyl or aryl; and Ring B carries a methyl group adjacent to NR1R2; and Ring A is unsubstituted or substituted in the 4-position by an alkyl or alkoxy group and of the formula: wherein: X1 and X2 each independently is H, cyano, alkyl, aryl, carbamoyl, sulphamoyl, COOH or carboxylic acid ester; Z1 and Z2 each independently is -O-, -S- or -NY- in which Y is H, an optionally-substituted hydrocarbon group or an acyl group; R1 and R2 each independently is H or an optionally substituted alkyl, alkenyl, cycloalkyl, aryl or aralkyl group; or R1 and R2 together with the N atom to which they are attached, form a heterocycle; R4 and R5 each independently is H, halogen or an optionally substituted alkyl, alkenyl or alkoxy group; or R1 and R4 together with the N atom and the two carbon atoms in Ring B to which they are attached form a heterocycle fused to Ring B; or R2 and R5 together with the N atom and the two carbon atoms in Ring B to which they are attached form a heterocycle fused to Ring B; R6 is H, halogen, an optionally substituted alkyl or alkoxy group or a group NRlR2 in which each of R1 and R2 independently is as hereinbefore defined; R7 and R8 each independently is H, halogen or an optionally substituted alkyl, alkenyl or alkoxy group; or R1 and R7 together with the N atom and the two carbon atoms in Ring A to which they are attached form a heterocycle fused to Ring A; or R2 and R8 together with the N atom and the two carbon atoms in Ring A to which they are attached form a heterocycle fused to Ring A; and where R6 is NR1R2, this may be the same as or different from the NR1R2 group present in Ring B. The present polycyclic dyes may be used for the coloration of polyester textile material in shades from green through to reddish-blue.

  式中的多环染料： 其中 X1 和 X2 均为 H Z1 和 Z2 都是 O R1 和 R2 各自独立地为 H、烷基、烯基、环烷基、芳基或芳基；以及 环 B 带有一个与 NR1R2 相邻的甲基；以及 环 A 未被取代或在 4 位被烷基或烷氧基取代，其式如下 其中 X1和X2各自独立地为H、氰基、烷基、芳基、氨基甲酰基、氨基磺酰基、COOH或羧酸酯； Z1 和 Z2 各自独立地为-O-、-S-或-NY-，其中 Y 为 H、任选取代的烃基或酰基； R1 和 R2 各自独立地为 H 或任选取代的烷基、烯基、环烷基、芳基或芳烷基；或 R1 和 R2 与它们所连接的 N 原子一起形成杂环； R4 和 R5 各自独立地为 H、卤素或任选取代的烷基、烯基或烷氧基；或 R1 和 R4 与 N 原子以及它们所连接的环 B 中的两个碳原子一起形成一个与环 B 融合的杂环；或 R2 和 R5 与 N 原子以及它们所连接的环 B 中的两个碳原子一起形成一个与环 B 融合的杂环； R6 是 H、卤素、任选取代的烷基或烷氧基或基团 NRlR2，其中 R1 和 R2 各自独立地如前所述定义； R7 和 R8 各自独立地为 H、卤素或任选取代的烷基、烯基或烷氧基；或 R1 和 R7 与 N 原子以及它们所连接的环 A 中的两个碳原子一起形成一个与环 A 融合的杂环；或 R2 和 R8 与 N 原子以及它们所连接的环 A 中的两个碳原子一起形成一个与环 A 融合的杂环； 当 R6 为 NR1R2 时，可与环 B 中的 NR1R2 基团相同或不同。 本发明的多环染料可用于涤纶纺织材料的着色，色调从绿色到红蓝色。
• [EN] DISPERSE DYE MIXTURES<br/>[FR] MELANGES DE COLORANTS EN DISPERSION
  申请人：DYSTAR TEXTILFARBEN GMBH & CO

  公开号：WO2006037792A3

  公开（公告）日：2006-06-15
• EP0605404B1
  申请人：——

  公开号：EP0605404B1

  公开（公告）日：1999-12-08
• Recording liquids
  申请人：Kluge Michael

  公开号：US20070157849A1

  公开（公告）日：2007-07-12

  Aqueous recording fluids comprise (a) at least one colorant which is not completely polymer enveloped, (b) at least two wetting agents selected from alkoxylated alcohols, alkoxylated acetylene alcohols, alkoxylated or nonalkoxylated acetylenediols, alkylpolyglucosides, sugar ester alkoxylates, fluorosurfactants, anionic surfactants and cationic surfactants.