1,6-Dihydro-4-methyl-6-oxo-1-phenylpyridazin-3,5-dicarbonitrile | 124315-52-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,6-Dihydro-4-methyl-6-oxo-1-phenylpyridazin-3,5-dicarbonitrile
• 英文别名: 4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine-3,5-dicarbonitrile；4,6-dicyano-5-methyl-2-phenyl-3(2H)-pyridazinone；3,5-dicyano-4-methyl-1-phenylpyridazin-6-one；4-Methyl-6-oxo-1-phenyl-1,6-dihydro-pyridazine-3,5-dicarbonitrile；4-methyl-6-oxo-1-phenylpyridazine-3,5-dicarbonitrile
• CAS: 124315-52-2
• 化学式: C₁₃H₈N₄O
• 分子量: 236.233
• InChiKey: KZTUUGZYKMXTBU-UHFFFAOYSA-N

物化性质

• 熔点：
  182-184 °C(Solv: 1,4-dioxane (123-91-1))
• 沸点：
  375.5±45.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,6-Dihydro-4-methyl-6-oxo-1-phenylpyridazin-3,5-dicarbonitrile 在 哌啶 、 sulfur 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.03h， 以75%的产率得到di-[4-(3,5-dicyano-1-phenylpyridazin-6-one)methyl]sulphide
  参考文献：
  名称：

  A Microwave Assisted Diazo Coupling Reaction: The Synthesis of Alkylazines and Thienopyridazines

  摘要：

  Heating diazoaminobenzene with active methylene compounds 1-3 in microwave oven in acetic acid, in the presence of hydrochloric acid, afforded the corresponding arylhydrazones 5-7. These reaction products were condensed with ethyl cyanoacetate in a domestic microwave oven after 1-2 minutes heating to yield the pyridazinones 8-12. Compounds 8c and 12 reacted with sulfur in basic DMF solution, in microwave oven using MORE technology to yield the thienopyridazinone 14 and 16 respectively. While 17 was produced when 8b was treated like wise with sulfur and DMF in the presence of piperidine. Compounds 16 coupled with aromatic diazonium salts to yield arylazo derivatives 21a-c.

  DOI：

  10.1080/10426500500536457
• 作为产物：
  描述：

  phenylazo acetylacetonitrile 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 7.0h， 生成 1,6-Dihydro-4-methyl-6-oxo-1-phenylpyridazin-3,5-dicarbonitrile
  参考文献：
  名称：

  Ghozlan, Said Ahmed Soliman; Mohamed, Mona Hassan; Soliman, Ahmed Yousef, Gazzetta Chimica Italiana, 1989, vol. 119, # 2, p. 95 - 98

  摘要：

  DOI：

文献信息

• Gas-phase pyrolysis of 2-heteroaromatic-1-dimethylaminoethylenes: Kinetic and mechanistic study
  作者：Mohamed H. Elnagdi、Nouria A. Al-Awadi、Agith Kumar、Mervat Abdul Khalik

  DOI：10.1002/1098-1071(2001)12:1<47::aid-hc10>3.0.co;2-q

  日期：——

  onitrile (7) (Scheme 1) have been carried out. The rates of gas-phase pyrolytic reactions of compounds 3, 4, 5, and 7 have been measured and found to correspond to unimolecular first-order reactions. Product analyses together with kinetic data were used to outline a feasible pathway for the pyrolytic reactions of the compounds under study. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:47–51, 2001

  4(2'-二甲氨基乙烯基)-2-oxo-2H-benzo[b]pyran-3-carbonitrile (1), 4(2'-二甲氨基乙烯基)-2-oxo-2H-naphtho[1]的气相热解反应,2-b]pyran-3-carbonitrile (2), 1,6-dihydro-4-(2'-dimethylaminoethenyl)-6-oxo-1-phenylpyridazine-3,5-dicarbonitrile (3), 2-cyano- 5-二甲氨基-3-苯基-2,4-戊二烯腈(4), 2-氰基-5-二甲氨基-3-(2-噻吩基)-2,4-戊二烯腈(5), 1,2-二氢-4- (2'-二甲氨基乙烯基)-oxo-quinoline-4-carbonitrile (6), 6-(ethylthio)-4-(2'-dimethylaminoethenyl)-2-phenylpyrimidine-5-carbonitrile
• Elnagdi, Mohamed Hilmy; Abdul-Aal, Fatma Abdul Maksoud; Taha, Nadia M., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1990, vol. 45, # 3, p. 389 - 392
  作者：Elnagdi, Mohamed Hilmy、Abdul-Aal, Fatma Abdul Maksoud、Taha, Nadia M.、Yassin, Youssef Mahfouz

  DOI：——

  日期：——
• Elnagdi, Mohamed Hilmy; Erian, Ayman Wahba, Liebigs Annalen der Chemie, 1990, # 12, p. 1215 - 1219
  作者：Elnagdi, Mohamed Hilmy、Erian, Ayman Wahba

  DOI：——

  日期：——
• Abu-Shanab, Fathi A.; Wakefield, Basil; Al-Omran, Fatima, Journal of Chemical Research, Miniprint, 1995, # 12, p. 2924 - 2946
  作者：Abu-Shanab, Fathi A.、Wakefield, Basil、Al-Omran, Fatima、Khalek, Mervat M. Abdel、Elnagdi, Mohamed Hilmy

  DOI：——

  日期：——
• GHOZLAN, SAID AHMED SOLIMAN;MOHAMED, MONA HASSAN;SOLIMAN, AHMED YOUSEF;BA+, GAZZ. CHIM. ITAL., 119,(1989) N, C. 95-97
  作者：GHOZLAN, SAID AHMED SOLIMAN、MOHAMED, MONA HASSAN、SOLIMAN, AHMED YOUSEF、BA+

  DOI：——

  日期：——