α-mercaptophenylacetic acid hydrazide | 90006-97-6

• 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: α-mercaptophenylacetic acid hydrazide
• 英文别名: α-Mercaptophenylacetic-acid-hydrazid；2-Phenyl-2-sulfanylacetohydrazide
• CAS: 90006-97-6
• 化学式: C₈H₁₀N₂OS
• 分子量: 182.246
• InChiKey: CHPUPDAFQCQXCS-UHFFFAOYSA-N

物化性质

• 沸点：
  393.0±35.0 °C(Predicted)
• 密度：
  1.242±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  56.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-mercaptophenylacetic acid hydrazide 以 甲苯 为溶剂， 反应 3.0h， 以82%的产率得到
  参考文献：
  名称：

  Reactions of α-mercaptocarboxylic acid hydrazides with triethyl orthoesters: synthesis of 1,3,4-thiadiazin-5(6H)-ones and 1,3,4-oxadiazoles

  摘要：

  Reactions of alpha-mercapto-beta-phenylpropionic and alpha-mercaptophenylacetic acid hydrazides with triethyl orthoesters were conducted under N-2 in glacial acetic acid and resulted in the formation of two groups of products, derivatives of 1,3,4-thiadiazin-5(6H)-ones and 2-(1-mercaptomethyl)-1,3,4-oxadiazoles. When conducting the same transformations on a-mercaptophenylacetic acid hydrazide in the presence of air, two different products from the 1,3,4-oxadiazole family, the appropriate bis(1,3,4-oxadiazol-2-ylphenylmethyl) disulfides and 2-benzy1-1,3,4-oxadiazoles, were formed with the liberation of free sulfur. The oxygenated bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides were reduced to the corresponding 2-(1-mercaptomethyl)-1,3,4-oxadiazoles with the use of zinc powder under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.071
• 作为产物：
  描述：

  alpha-溴苯乙酸 在 sodium hydrogen sulfide monohydrate 、 硫酸 、 一水合肼 作用下， 以 甲醇 、 水 为溶剂， 反应 44.0h， 生成 α-mercaptophenylacetic acid hydrazide
  参考文献：
  名称：

  Reactions of α-mercaptocarboxylic acid hydrazides with triethyl orthoesters: synthesis of 1,3,4-thiadiazin-5(6H)-ones and 1,3,4-oxadiazoles

  摘要：

  Reactions of alpha-mercapto-beta-phenylpropionic and alpha-mercaptophenylacetic acid hydrazides with triethyl orthoesters were conducted under N-2 in glacial acetic acid and resulted in the formation of two groups of products, derivatives of 1,3,4-thiadiazin-5(6H)-ones and 2-(1-mercaptomethyl)-1,3,4-oxadiazoles. When conducting the same transformations on a-mercaptophenylacetic acid hydrazide in the presence of air, two different products from the 1,3,4-oxadiazole family, the appropriate bis(1,3,4-oxadiazol-2-ylphenylmethyl) disulfides and 2-benzy1-1,3,4-oxadiazoles, were formed with the liberation of free sulfur. The oxygenated bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides were reduced to the corresponding 2-(1-mercaptomethyl)-1,3,4-oxadiazoles with the use of zinc powder under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.071

文献信息

• US3972905A
  申请人：——

  公开号：US3972905A

  公开（公告）日：1976-08-03
• [EN] METHOD FOR PRODUCING ALGINIC ACID CONJUGATS<br/>[FR] PROCEDE DE FABRICATION DE CONJUGUES D'ACIDE ALGINIQUE
  申请人：INST NEFTEKHIMII I KATALIZA RA

  公开号：WO2006135279A1

  公开（公告）日：2006-12-21

  [EN] The invention relates to a method for producing alginic acid conjugates by the interaction thereof with amine-containing compounds in the presence of a condensing 1-ethyl-3[-(diethylamino)propyl]carbodiimide (EDC) reagent in an aqueous medium at a room temperature and pH ranging from 4.7 to 4.8. The amine-containing compounds are embodied in the form of n- and o-aminophenols, 5- and 4-amino-salicylic, anthronic and n-amino-benzoic acids, an n-amino-benzoic acid diethyl ester (anaesthesine), an n-amino-benzoic acid ß-diethyl-aminoethyl ester (novocain), 1-phenyl-2,3-diethyl-4-aminopyrazolone-5-(4-aminoantipyrine), an isonicotinic acid hydrazide (isoniazide), a 2-amino-ethanesulphonic acid (taurin), 7-amino-cephalosporin acid and sulphanilamide preparations such as n-amino-benzene-sulphanilamide (streptocide), n-amino-benzene-sulfacetamide (sulphacile-sodium) etc. The thus obtainable alginic acid conjugates can be used in medicine and pharmacology.
  [FR] L'invention concerne un procédé de fabrication de conjugués d'acide alginique par l'interaction de l'acide alginique avec des composés aminés en présence d'un réactif de condensation 1-éthyl-3-[3-(diméthylamino)propyl]carbodiimide (EDC) dans un milieu aqueux à température ambiante avec un pH de 4,7 à 4,8. On utilise en tant que composés aminés une série d'amines pharmacologiquement importantes: n- et o-aminophénoles, acides 5- et 4-aminosalicylique, antranilique et n-aminobenzoïque, éther éthylique de l'acide n-aminobenzoïque (anesthésine), éther ß-diéthylamino-éthylique de l'acide n-aminobenzoïque (novocaïne), 1-phényl-2,3-diméthyl-4-amionpyrazolone-5-(4-aminoantipyrine), hydrazide l'acide isoniconitinique (isoniazide), acide 2-amino-éthane-sulphonique (taurine), acide 7-aminocéphalosporinique, ainsi que des composés sulfanylamides tels que n-aminobenzosulfamide (strepocide), n-aminobenzosulfacétamide-sodium (sulfacyl-sodium), etc. Les dérivés de l'acide alginique de la présente invention peuvent s'utiliser en médecine et en pharmalogie.
• Reactions of α-mercaptocarboxylic acid hydrazides with triethyl orthoesters: synthesis of 1,3,4-thiadiazin-5(6H)-ones and 1,3,4-oxadiazoles
  作者：Agnieszka Kudelko

  DOI：10.1016/j.tet.2012.02.071

  日期：2012.5

  Reactions of alpha-mercapto-beta-phenylpropionic and alpha-mercaptophenylacetic acid hydrazides with triethyl orthoesters were conducted under N-2 in glacial acetic acid and resulted in the formation of two groups of products, derivatives of 1,3,4-thiadiazin-5(6H)-ones and 2-(1-mercaptomethyl)-1,3,4-oxadiazoles. When conducting the same transformations on a-mercaptophenylacetic acid hydrazide in the presence of air, two different products from the 1,3,4-oxadiazole family, the appropriate bis(1,3,4-oxadiazol-2-ylphenylmethyl) disulfides and 2-benzy1-1,3,4-oxadiazoles, were formed with the liberation of free sulfur. The oxygenated bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides were reduced to the corresponding 2-(1-mercaptomethyl)-1,3,4-oxadiazoles with the use of zinc powder under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.