(Z)-3-amino-2-(2-chloroacetyl)but-2-enenitrile | 497084-16-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-3-amino-2-(2-chloroacetyl)but-2-enenitrile
• 英文别名: 3-amino-2-chloroacetyl-but-2-en-carbonitrile；3-Amino-2-(2-chloroacetyl)but-2-enenitrile
• CAS: 497084-16-9
• 化学式: C₆H₇ClN₂O
• 分子量: 158.587
• InChiKey: COEGBOCHNHHERG-PLNGDYQASA-N

物化性质

• 沸点：
  367.5±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-amino-2-(2-chloroacetyl)but-2-enenitrile 在 盐酸羟胺 、 sodium acetate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以67%的产率得到4-[1-Amino-eth-(E)-ylidene]-3-chloromethyl-4H-isoxazol-5-one
  参考文献：
  名称：

  Mahalanabis, Kumar K.; Chowdhury, S.K. Dutta; Sarkar, Mili, Journal of Chemical Research, 2006, # 2, p. 78 - 80

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氨基巴豆腈 、 氯乙酰氯 在 吡啶 作用下， 以 苯 为溶剂， 生成 (Z)-3-amino-2-(2-chloroacetyl)but-2-enenitrile
  参考文献：
  名称：

  Chowdhury, S. K. Dutta; Sarkar, Mili; Mahalanabis, Kumar K., Journal of Chemical Research - Part S, 2003, # 11, p. 746 - 748

  摘要：

  DOI：

文献信息

• Heterocondensed thiophenes and thiazoles by THORPE-ZIEGLER cyclization
  作者：Margit Gruner、Gesine Böttcher、Karl Gewald

  DOI：10.1002/jhet.5570450419

  日期：2008.7

  The syntheses of novel thieno-pyridones, thiazolo-pyridones, thiazolo-pyridines and amino- and diamino-dieno-pyridines were described. Simultaneously, it was demonstrated that in these compounds and in the related 3-aminothiophenes the replacement of the methylthio by the morpholino group is possible. The structures were characterized using 1H-, 13C-NMR, IR and elemental analysis.

  描述了新颖的噻吩并吡啶酮，噻唑并吡啶酮，噻唑并吡啶以及氨基和二氨基二酮基吡啶的合成。同时证明，在这些化合物和相关的3-氨基噻吩中，可以用吗啉代基团代替甲硫基。使用1 H-，13 C-NMR，IR和元素分析对结构进行表征。
• Structure–activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents
  作者：Tsukasa Mizuhara、Takayuki Kato、Atsushi Hirai、Hideki Kurihara、Yasuhiro Shimada、Masahiko Taniguchi、Hideki Maeta、Hiroaki Togami、Kazuya Shimura、Masao Matsuoka、Shiho Okazaki、Tomoki Takeuchi、Hiroaki Ohno、Shinya Oishi、Nobutaka Fujii

  DOI：10.1016/j.bmcl.2013.06.026

  日期：2013.8

  The structure-activity relationship of phenylpyrazole derivative 1 was investigated for the development of novel anti-HIV agents. Initial efforts revealed that the diazenyl group can be replaced by an aminomethylene group. In addition, we synthesized various derivatives by the reductive amination of benzaldehydes with 5-aminopyrazoles and carried out parallel structural optimization on the benzyl group and the pyrazole ring. This optimization led to a six-fold more potent derivative 32j than the lead compound 1, and this derivative has a 3',4'-dichloro-(1,1'-biphenyl)-3-yl group. (C) 2013 Elsevier Ltd. All rights reserved.
• Syntheses with pyridinium and sulfonium salts of acylated ?-enaminonitriles
  作者：K. Gewald、M. Rehwald、K. Eckert、H. Sch�fer、M. Gruner

  DOI：10.1007/bf00807162

  日期：——

  Pyridinium and sulfonium salts 2a-e which can be prepared from 3-amino-2-(alpha-haloacetyl)-crotonitriles and 3-amino-2-(alpha-halo-acetyl)-3-phenyl-acrylonitriles react with malononitrile in the presence of a base to 3-amino-2-pyridinio-phenolates 3a,b and 3-amino-2-sulfonio-phenolates 3c-e. In an analogous way, 3-amino-2-(diethyloxyphosphoryl)-phenol 5a and 3-amino-2-(p-tolyl-sulfonyl)phenol 5b have been prepared. 2,3-Diamino-phenoles 6a,b are formed from the pyridinium salts 3a,b. The behaviour of the pyridinium salts 2a,b towards heterocumulenes has been investigated. Cyanamide leads to the (2-amino-4-hydroxy-pyrid-3-yl)-pyridinium salt 8c. Phenylisothiocyanate gives the 3-pyridinio-2-thioxo-pyridin-4-olates 9a,b. Carbon disulfide gives rise to 3-pyridinio-2-thioxo-pyridin-4-olate 10 or 3-pyridinio-2-thioxo-thiopyran-4-olate 11, depending on the substituent at the g-position. Phenylisocyanate reacts to the pyrimidin-2,4-dione 12 with loss of N-methyl-pyridinium chloride. S-methylation of 9a and cleavage of the pyridine moiety yields the 3-amino-2-methylthio-pyrid-4-one 14. The structures were investigated by H-1 and C-13 NMR spectroscopy.
• Mahalanabis, Kumar K.; Sarkar, Mili; Chowdhury, S.K. Dutta, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 9, p. 1902 - 1906
  作者：Mahalanabis, Kumar K.、Sarkar, Mili、Chowdhury, S.K. Dutta、Ghosal

  DOI：——

  日期：——
• Chowdhury, S. K. Dutta; Sarkar, Mili; Mahalanabis, Kumar K., Journal of Chemical Research - Part S, 2003, # 11, p. 746 - 748
  作者：Chowdhury, S. K. Dutta、Sarkar, Mili、Mahalanabis, Kumar K.

  DOI：——

  日期：——