4-(2-羟基乙基氨基)苯酚 | 49865-92-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-(2-羟基乙基氨基)苯酚
• 英文名称: 2-[(4-hydroxyphenyl)amino]ethanol
• 英文别名: N-(2-hydroxyethyl)-4-aminophenol；2-(4-hydroxy-anilino)-ethanol；2-(4-Hydroxy-anilino)-aethanol；β-(4-Oxy-anilino)-aethylalkohol；4-(β-Oxy-aethylamino)-phenol；2-(4-Hydroxyanilino)ethanol；4-(2-hydroxyethylamino)phenol
• CAS: 49865-92-1
• 化学式: C₈H₁₁NO₂
• mdl: MFCD07776726
• 分子量: 153.181
• InChiKey: SOVXTYUYJRFSOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-羟基乙基氨基)苯酚 在 咪唑 、 碘苯二乙酸 、 碘 、 三苯基膦 作用下， 以 乙腈 为溶剂， 生成 (2-iodoethyl)(1-methoxy-4-oxocyclohexa-2,5-dienyl)carbamic acid methyl ester
  参考文献：
  名称：

  对氨基苯酚的氧化和正式的自由基环化到苯环上：形成苯并稠合的氮杂环。

  摘要：

  对碘苯酚及其受O-MOM保护的醚可以转化为碘胺2。它们在甲醇存在下与高价碘化物氧化后生成交叉共轭的酮3，并使酮进行自由基环化。将产品暴露于酸中或使用格氏试剂进行连续处理，然后酸重新排列以生成苯并稠合的氮杂环4。

  DOI：

  10.1021/ol047977j
• 作为产物：
  描述：

  4-苯甲氧基苯胺盐酸盐 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-(2-羟基乙基氨基)苯酚
  参考文献：
  名称：

  Fayadh, J. M.; Swan, G. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 222 - 224

  摘要：

  DOI：

文献信息

• Synthesis of Diverse 2,3-Dihydroindoles, 1,2,3,4-Tetrahydroquinolines, and Benzo-Fused Azepines by Formal Radical Cyclization onto Aromatic Rings
  作者：Derrick L. J. Clive、Jianbiao Peng、Stephen P. Fletcher、Vincent E. Ziffle、David Wingert

  DOI：10.1021/jo7026307

  日期：2008.3.1

  represents formal radical cyclization onto aromatic rings. Optically pure benzo-fused heterocycles are also accessible by this method. p-Iodophenols, especially those with the phenolic oxygen protected as a MOM-ether, can be coupled with amino alcohols to produce N-aryl amino alcohols, which can be converted into the corresponding alkyl iodides in which the nitrogen is protected as a carbamate. These compounds

  2，3-二氢吲哚，1,2,3,4-四氢喹啉和2,3,4,5-四氢苯并[ b ]氮杂可以通过代表将自由基正式环化到芳环上的方法获得。光学纯的苯并稠合的杂环也可通过该方法获得。对碘苯酚，特别是那些具有被保护为MOM醚的酚氧的对碘苯酚，可以与氨基醇偶联生成N-芳基氨基醇，可以将其转化为相应的烷基碘化物，其中的氮被保护为氨基甲酸酯。这些化合物在除去酚类保护基并在MeOH存在下用PhI（OAc）2氧化后得到交联的酮。酮经历5、6或7- exo-三角自由基环化，然后暴露于酸中，或先后用格氏试剂然后再酸进行处理，重新进行麦芽糖化处理，生成苯并稠合的氮杂环。
• [EN] CATIONIC PARA-PHENYLENEDIAMINES, COMPOSITION COMPRISING AT LEAST SUCH COMPOUNDS, IMPLEMENTATION PROCESS THEREFOR AND USE THEREOF<br/>[FR] PARAPHÉNYLÈNEDIAMINES CATIONIQUES, COMPOSITION COMPRENANT AU MOINS DE TELS COMPOSÉS, PROCÉDÉ DE MISE EN OEUVRE ET UTILISATION
  申请人：OREAL

  公开号：WO2013087934A1

  公开（公告）日：2013-06-20

  The present invention relates to particular cationic paraphenylenediamine compounds of formula (I) below and also to the use thereof for dyeing keratin fibres, in particular human keratin fibres such as the hair. The invention also relates to a dye composition comprising, in a suitable dyeing medium, one or more cationic para-phenylenediamines as defined previously. Finally, the invention relates to a dyeing device using the said composition.

  本发明涉及以下式（I）的特定阳离子对苯二胺化合物，以及其用于染色角蛋白纤维，特别是人类角蛋白纤维如头发的用途。该发明还涉及一种染料组合物，其中在适当的染料介质中包含一个或多个如前所定义的阳离子对苯二胺。最后，该发明涉及使用所述组合物的染色装置。
• [EN] PROCESS FOR THE PREPARATION OF RACTOPAMINE HYDROCHLORIDE VIA NOVEL INTERMEDIATES<br/>[FR] PROCÉDÉ DE PRÉPARATION DU CHLORHYDRATE DE RACTOPAMINE PAR LE BIAIS DE NOUVEAUX INTERMÉDIAIRES
  申请人：INCHEM LABORATORIES PVT LTD

  公开号：WO2020229935A1

  公开（公告）日：2020-11-19

  The present disclosure describes the new methods of preparation of Ractopamine which are superior to state of art by involving comparatively better and mild reaction conditions. The method of preparation involves following steps: In the first embodiment, 4-(4-hydroxyphenyl)-3-butene-2-one is prepared by condensation of 4-hydroxybenzaldehyde with acetone in the presence of sodium hydroxide/hydrochloric acid. In the next step, 4-(4-hydroxyphenyl)-3-butene-2-one undergoes hydrozination with 4-(-2-amino-1- hydroxyl ethyl) phenolhydrochloride in the presence of base using Pd/C/H2 as a catalyst in methanol/ethanol as solvent to yield Ractopamine base. In another embodiment, advancement over the previous scheme is use of Raney Ni/H2 instead of Pd/C as a catalyst. In yet another embodiment, 2-amino-1-(4-hydroxyphenyl) ethanone hydrochloride reacts with 4-(4-hydroxyphenyl)-butane -2-one in the presence of base and raney nickel/H2 as a catalyst. Compared to the prior art reports where Pd/C was used as a catalyst, Raney Ni is used in the present embodiment which is comparatively economical and better catalyst.

  本公开描述了制备雷克托巴胺的新方法，这些方法优于现有技术，因为涉及相对更好和温和的反应条件。制备方法涉及以下步骤：在第一实施例中，通过在氢氧化钠/盐酸存在下，将对羟基苯甲醛与丙酮缩合制备4-(4-羟基苯基)-3-丁烯-2-酮。在接下来的步骤中，4-(4-羟基苯基)-3-丁烯-2-酮在碱存在下与4-(-2-氨基-1-羟基乙基)苯酚盐酸盐进行氢化反应，使用Pd/C/H2作为催化剂，甲醇/乙醇作为溶剂，得到雷克托巴胺碱。在另一实施例中，相对于先前方案的进展是使用Raney Ni/H2而不是Pd/C作为催化剂。在另一实施例中，2-氨基-1-(4-羟基苯基)乙酮盐酸盐在碱和Raney镍/H2作为催化剂的存在下与4-(4-羟基苯基)-丁烷-2-酮发生反应。与先前报道中使用Pd/C作为催化剂的情况相比，本实施例中使用相对经济且更好的Raney Ni作为催化剂。
• [EN] BENZOXAZINE DERIVATIVES AND USE IN HAIR DYEING<br/>[FR] DÉRIVÉS BENZOXAZINE ET UTILISATION POUR LA TEINTURE DES CHEVEUX
  申请人：OREAL

  公开号：WO2016020490A1

  公开（公告）日：2016-02-11

  The invention relates to the use of a compound of formula (I) below, addition salts thereof, optical isomers, geometrical isomers and tautomers thereof and/or solvates thereof: Formula (I) in which: • R represents a hydrogen atom or a C1-C4 alkyl or C1-C4 hydroxyalkyl radical, preferably a hydrogen atom, • R2, R3, R4 and R5 independently represent: -a hydrogen atom, -a linear C1-C4 or branched C3-C4 alkyl radical, optionally substituted with a hydroxyl radical, • R1 represents a linear C2-C10 or branched C3-C10 alkyl radical, optionally interrupted with one or more heteroatoms chosen from O or S or with one or more groups -NR', said alkyl radical ending with a group -NX1X2 or -OX3 or a radical chosen from: Formula (II) -X1 and X2 independently denote ○ a hydrogen atom ○ a linear C1-C6 alkyl radical or a branched C3-C6 alkyl radical ○ a linear C1-C6 hydroxyalkyl radical or a branched C3-C6 hydroxyalkyl radical, X1 and X2 may form, with the nitrogen atom that bears them, a saturated or unsaturated 5-to 8-membered heterocycle, in which one of the ring members may be a heteroatom chosen from O, S and N; said heterocycle possibly being substituted with one or more linear or branched C1-C4 alkyl, C1-C4 hydroxyalkyl or dimethylamino radicals, -X3 denotes a hydrogen atom or a linear C1-C6 or branched C3-C6 alkyl radical, - R' denotes a hydrogen atom or a linear C1-C4 or branched C3-C4 alkyl radical, for dyeing keratin fibres, especially human keratin fibres such as the hair.

  本发明涉及使用以下式（I）的化合物，其加成盐，光学异构体，几何异构体和其互变异构体和/或溶剂合物：式（I）其中： • R代表氢原子或C1-C4烷基或C1-C4羟基烷基基团，优选为氢原子， • R2、R3、R4和R5独立地代表： - 氢原子， - 直链C1-C4或支链C3-C4烷基基团，可选地用羟基基团取代， • R1代表直链C2-C10或支链C3-C10烷基基团，可选地中断一个或多个来自O或S的杂原子或一个或多个- NR'基团，所述烷基基团末端带有一个- NX1X2或- OX3基团或以下基团之一：式（II） - X1和X2独立地表示 ○ 氢原子 ○ 直链C1-C6烷基基团或支链C3-C6烷基基团 ○ 直链C1-C6羟基烷基基团或支链C3-C6羟基烷基基团，X1和X2可以与带有它们的氮原子形成饱和或不饱和的5至8环杂环，其中环成员之一可以是来自O、S和N的杂原子；所述杂环可能被一个或多个直链或支链C1-C4烷基，C1-C4羟基烷基或二甲基氨基基团取代， - X3表示氢原子或直链C1-C6或支链C3-C6烷基基团， - R'表示氢原子或直链C1-C4或支链C3-C4烷基基团，用于染色角蛋白纤维，特别是人类角蛋白纤维，例如头发。
• [EN] QUINONE DIRECT DYES BEARING A HINDERED ANILINE GROUP, DYE COMPOSITION COMPRISING AT LEAST ONE SUCH DYE, IMPLEMENTATION PROCESS THEREFOR AND USE THEREOF<br/>[FR] COLORANTS DIRECTS DE QUINONE PORTANT UN GROUPE ANILINE ENCOMBRÉ, COMPOSITION DE COLORANT COMPRENANT AU MOINS UN TEL COLORANT, PROCÉDÉ DE MISE EN ŒUVRE ASSOCIÉ ET LEUR UTILISATION
  申请人：OREAL

  公开号：WO2014191354A1

  公开（公告）日：2014-12-04

  The present invention relates to quinone direct dyes bearing a hindered aniline group of formula (I) and the leuco forms thereof of formula (II), and also to the use thereof for dyeing keratin fibres, in particular human keratin fibres such as the hair in which formula (I) or (II) n, R1 and Y are as defined in the description. The compounds of formula (I) according to the invention can thus give powerful, chromatic and sparingly selective colorations that are resistant to the various attacking factors to which keratin fibres may be subjected, such as inclement weather, light, washing and perspiration.

  本发明涉及具有式(I)中受阻胺基的醌直接染料及其亚胺式形式(II)，以及其用于染色角蛋白纤维，特别是人类角蛋白纤维，如头发，其中式(I)或(II)中的n、R1和Y如描述中所定义。根据本发明的式(I)化合物可以提供强大、色彩饱和度高且选择性较小的染色，对角蛋白纤维可能遭受的各种攻击因素，如恶劣天气、光线、洗涤和出汗具有抵抗力。