sodium salt of α-cyanoacetamide | 41808-21-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: sodium salt of α-cyanoacetamide
• 英文别名: Sodium cyanoacetamide；2-cyano-acetamide; sodium salt；cyano-acetic acid amide; sodium-compound；Cyan-essigsaeure-amid; Natrium-Verbindung；Natrium-Verbindung des Cyanessigsaeure-amids；Natrium-cyan-acetamid；Sodium;2-cyanoacetamide
• CAS: 41808-21-3；74275-21-1
• 化学式: C₃H₃N₂O*Na
• mdl: MFCD19204328
• 分子量: 106.059
• InChiKey: TXSZXRCKZHYLII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.08
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.333
• 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：

  3-乙氧基-2-丁炔羧酸乙酯 、 sodium salt of α-cyanoacetamide 在 乙醇 作用下， 生成 2,6-二羟基-3-氰基-4-甲基吡啶
  参考文献：
  名称：

  Basu, Journal of the Indian Chemical Society, 1931, vol. 8, p. 323

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酰胺 在 sodium methylate 作用下， 以 二甲基亚砜 为溶剂， 生成 sodium salt of α-cyanoacetamide
  参考文献：
  名称：

  Experimental and ab initio MO studies on the IR spectra and structure of cyanoacetamide, its carbanion and dianion

  摘要：

  The structures of cyanoacetamide NC-CH2-CONH2, its carbanion NC-(C) over bar H-CONH2 and dianion NC-(C) over bar CH-CONH2 and of their perdeutero and N-15 labelled analogues have been studied by means of both IR spectra and ab initio HF 6-31G and 6-31 + G(d) calculations. Both the spectral and structural changes, accompanying the conversion of cyanoacetamide into the carbanion, spread over the whole molecule; the carbanion --> dianion changes are localized mainly within the carboxamido group. The theory predicts qualitatively well the strong frequency decreases (165 and 247 cm(-1)) and the strong intensity increases (29 fold and 1.7 fold) of the C=N and C=O stretching bands respectively, resulting from the conversions studied. The first (carbanionic) electric charge is delocalized over the methide (0.36 e(-)), carboxamide (0.33 e(-)) and cyano (0.31 e(-)) groups the greater part (0.74 e(-)) of the second (nitranionic) charge remains localized within the carboxamido group. The possible conformers of the species studied are also discussed. The anionic species exist as ion pairs in dimethyl sulfoxide solutions. (C) 1998 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1386-1425(98)00008-0
• 作为试剂：
  描述：

  methyl 3-amino-4-cyano-5-(methylsulfonyl)thiophene-2-carboxylate 在 sodium methylate 、 sodium salt of α-cyanoacetamide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 methyl 3,4-diamino-7-cyano-6-oxo-5H-thieno[3,2-c]pyridine-2-carboxylate
  参考文献：
  名称：

  Briel, Pharmazie, 1998, vol. 53, # 4, p. 227 - 231

  摘要：

  DOI：

文献信息

• A convenient method for the synthesis of 6-enaminopurine derivatives by catalytic hydrogenation of 6-cyanomethylenepurines
  作者：Norimitsu Hamamichi、Tadashi Miyasaka

  DOI：10.1016/s0040-4039(00)94939-6

  日期：1985.1

  6-Cyanomethylenepurines have been catalytically hydrogenated to the corresponding α-(aminomethylene)purine-6-acetic acid derivatives in good yields using dimethylformamide-benzene as solvent over Pd-C under medium pressure.

  在中压下，使用二甲基甲酰胺-苯作为溶剂，将6-氰亚甲基嘌呤以良好的产率催化氢化为相应的α-（氨基亚甲基）嘌呤-6-乙酸衍生物。
• C-nucleosides synthetiques, synthese de C-glycosides precurseurs de C-nucleosides par activation de l'hydroxyle anomere
  作者：F. Germain、Y. Chapleur、B. Castro

  DOI：10.1016/0040-4020(82)80065-3

  日期：1982.1

  Some C-glycosides have been synthesized by condensation of malonate anions on to a derivative of D-ribose 1, activated by means of alkoxytris(dimethylamino)phosphonium salt. This one-step reaction afforded mainly the more stable α derivatives.

  已经通过将丙二酸根阴离子缩合到D-核糖1的衍生物上而合成了一些C-糖苷，D-核糖1的衍生物借助于烷氧基三（二甲基氨基）phosph盐活化。该一步反应主要得到更稳定的α衍生物。
• Mosti, Luisa; Schenone, Pietro; Menozzi, Giulia, Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1503 - 1509
  作者：Mosti, Luisa、Schenone, Pietro、Menozzi, Giulia

  DOI：——

  日期：——
• Piperidine Derivatives. XXX. 1,4-Dialkyl-4-arylpiperidines
  作者：S. M. McElvain、David H. Clemens

  DOI：10.1021/ja01548a030

  日期：1958.8
• Basu, Journal of the Indian Chemical Society, 1930, vol. 7, p. 481,493
  作者：Basu

  DOI：——

  日期：——