N-[2-[(2-溴-4,6-二硝基苯基)偶氮]-5-[(2-氰乙基)乙氨基]-4-甲氧苯基]乙酰胺 | 22578-86-5

• 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-溴-4,6-二硝基苯基)偶氮]-5-[(2-氰乙基)乙氨基]-4-甲氧苯基]乙酰胺
• 英文名称: 2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-[N-(2-cyanoethyl)ethylamino]-4-methoxyacetanilide
• 英文别名: 2-[(2-bromo-4,6-dinitrophenyl)azo]-4-methoxy-5-[N-(2-cyanoethyl)ethylamino]acetanilide；N-{2-[(2-bromo-4,6-dinitrophenyl)azo]-5-[(2-cyanoethyl)ethylamino]-4-methoxyphenyl}acetamide；N-[2-[(2-Bromo-4,6-dinitrophenyl)azo]-5-[(2-cyanoethyl)ethylamino]-4-methoxyphenyl]acetamide；N-[2-[(2-bromo-4,6-dinitrophenyl)diazenyl]-5-[2-cyanoethyl(ethyl)amino]-4-methoxyphenyl]acetamide
• CAS: 22578-86-5
• 化学式: C₂₀H₂₀BrN₇O₆
• 分子量: 534.326
• InChiKey: CFCALFPBVJLIHA-UHFFFAOYSA-N

物化性质

• 沸点：
  773.5±60.0 °C(Predicted)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  182
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-[2-[(2-溴-4,6-二硝基苯基)偶氮]-5-[(2-氰乙基)乙氨基]-4-甲氧苯基]乙酰胺 在 sodium dithionite 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以4.6%的产率得到2-[2-(acetylamino)-4-[N-(2-cyanoethyl)ethylamino]-5-methoxyphenyl]-6-amino-4-bromo-2H-benzotriazole
  参考文献：
  名称：

  Identification of a 2-Phenylbenzotriazole (PBTA)-Type Mutagen, PBTA-2, in Water from the Nishitakase River in Kyoto

  摘要：

  We previously isolated five mutagens, compounds I-V, in blue rayon-adsorbed materials from the Nishitakase River in Kyoto. The chemical structure of compound I, a major mutagen that accounted for 21% of the total mutagenicity, was determined to be 2-[2-(acetylamino)-4-[bis(2-methoxyethyl)amino]-5-methoxyphenyl]-5-amino-7-bromo -4-chloro-2H-benzotriazole (PBTA-1). Compound II was also a major mutagen and accounted for 17% of the total mutagenicity. In this study, a large quantity (1.2 mg) of compound II was isolated from adsorbate to 27 kg of blue cotton, and its UV, mass, and H-1 NMR spectra were analyzed. On the basis of the spectral data, compound II was deduced to be the PBTA-1 analogue 2-[2-(acetylamino)-4-[N-(2-cyanoethyl)ethylamino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro- 2H-benzotriazole (PBTA-2). As with PBTA-1, PBTA-2 was synthesized from an azo dye by reduction and chlorination. Since all of the spectra of PBTA-2 coincided with those of compound II obtained from river water, compound II was concluded to be PBTA-2. PBTA-2 is a newly identified potent mutagen, which induces 93 000 and 3 200 000 revertants of Salmonella typhimurium TA98 and YG1024 per microgram, respectively, in the presence of S9 mix. Like PBTA-1, PBTA-2 may also be produced from an azo dye during industrial processes in dyeing factories and treatment at sewage plants.

  DOI：

  10.1021/tx980133m
• 作为产物：
  描述：

  2-methoxy-5-acetamido-N, N-dimethoxycarbonylmethylaniline 、 3-(N-乙基-N-氰乙基)氨基-4-甲氧基乙酰苯胺 、 2-溴-4,6-二硝基苯胺 在 亚硝基硫酸 、 硫酸 、 氨基磺酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 5.0h， 生成 N-[2-[(2-溴-4,6-二硝基苯基)偶氮]-5-[(2-氰乙基)乙氨基]-4-甲氧苯基]乙酰胺 、 Disperse blue ANT
  参考文献：
  名称：

  一种分散染料组合物的制备方法

  摘要：

  本发明公开了一种分散染料组合物的制备方法，所述的分散染料组合物包括染料和分散剂；所述的分散剂的质量与所述的染料的质量之比为0.5:1～2.5:1；所述的染料包括20％～65％组分A、15％～50％组分B和15％～55％组分C；所述的各组分的百分比为所述的各组分相对于所述的染料的质量百分比；所述的组分A为化合物1中的一种或多种；所述的组分B为化合物2中的一种或多种；所述的组分C为化合物3和/或化合物4；所述的制备方法包括下述步骤：将所述的组分A、所述的组分B、所述的组分C、分散剂和水混合，微粒子化，喷雾干燥，即得。该制备方法操作简单，该制备方法制得的组合物印花得色量高、染深性好、提升力好，各项牢度优异，白底沾色明显改善、印花后氯化苯酚残留量低。

  公开号：

  CN105733307B

文献信息

• 一种分散染料组合物的制备方法
  申请人：上海安诺其集团股份有限公司

  公开号：CN105733307B

  公开（公告）日：2018-09-07

  本发明公开了一种分散染料组合物的制备方法，所述的分散染料组合物包括染料和分散剂；所述的分散剂的质量与所述的染料的质量之比为0.5:1～2.5:1；所述的染料包括20％～65％组分A、15％～50％组分B和15％～55％组分C；所述的各组分的百分比为所述的各组分相对于所述的染料的质量百分比；所述的组分A为化合物1中的一种或多种；所述的组分B为化合物2中的一种或多种；所述的组分C为化合物3和/或化合物4；所述的制备方法包括下述步骤：将所述的组分A、所述的组分B、所述的组分C、分散剂和水混合，微粒子化，喷雾干燥，即得。该制备方法操作简单，该制备方法制得的组合物印花得色量高、染深性好、提升力好，各项牢度优异，白底沾色明显改善、印花后氯化苯酚残留量低。
• Identification of a 2-Phenylbenzotriazole (PBTA)-Type Mutagen, PBTA-2, in Water from the Nishitakase River in Kyoto
  作者：Atsuko Oguri、Tatsushi Shiozawa、Yoshiyasu Terao、Haruo Nukaya、Jun Yamashita、Takeshi Ohe、Hiroyuki Sawanishi、Takao Katsuhara、Takashi Sugimura、Keiji Wakabayashi

  DOI：10.1021/tx980133m

  日期：1998.10.1

  We previously isolated five mutagens, compounds I-V, in blue rayon-adsorbed materials from the Nishitakase River in Kyoto. The chemical structure of compound I, a major mutagen that accounted for 21% of the total mutagenicity, was determined to be 2-[2-(acetylamino)-4-[bis(2-methoxyethyl)amino]-5-methoxyphenyl]-5-amino-7-bromo -4-chloro-2H-benzotriazole (PBTA-1). Compound II was also a major mutagen and accounted for 17% of the total mutagenicity. In this study, a large quantity (1.2 mg) of compound II was isolated from adsorbate to 27 kg of blue cotton, and its UV, mass, and H-1 NMR spectra were analyzed. On the basis of the spectral data, compound II was deduced to be the PBTA-1 analogue 2-[2-(acetylamino)-4-[N-(2-cyanoethyl)ethylamino]-5-methoxyphenyl]-5-amino-7-bromo-4-chloro- 2H-benzotriazole (PBTA-2). As with PBTA-1, PBTA-2 was synthesized from an azo dye by reduction and chlorination. Since all of the spectra of PBTA-2 coincided with those of compound II obtained from river water, compound II was concluded to be PBTA-2. PBTA-2 is a newly identified potent mutagen, which induces 93 000 and 3 200 000 revertants of Salmonella typhimurium TA98 and YG1024 per microgram, respectively, in the presence of S9 mix. Like PBTA-1, PBTA-2 may also be produced from an azo dye during industrial processes in dyeing factories and treatment at sewage plants.