2H-phenanthro[9,10-e][1,2,4]triazine-3-thione | 59851-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2H-phenanthro[9,10-e][1,2,4]triazine-3-thione
• 英文别名: 2H-phenanthro[9,10-e][1,2,4]triazine-3-thione
• CAS: 59851-26-2
• 化学式: C₁₅H₉N₃S
• 分子量: 263.323
• InChiKey: RLIWLPICMPQBAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933699090

反应信息

• 作为反应物：
  描述：

  2H-phenanthro[9,10-e][1,2,4]triazine-3-thione 在 哌啶 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 glyoxal bis(phenanthro[9,10-e][1,2,4]triazin-3-yl)hydrazone
  参考文献：
  名称：

  Synthesis of Acyclo C-Nucleosides OF Phenanthro[9,10-e][1,2,4]Triazino[3,4-c]-[1,2,4] Triazoles, and Their Precursors

  摘要：

  Reaction of 3 -hydrazinophenanthro[9, 10-e][l,2,4]triazine (1) with aliphatic and aromatic aldehydes as well as monosaccharides gave the corresponding hydrazones 2a-g. The D-glucose analogue exists in the cyclic pyranosyl structure 5. Acetylation and partial acetylation of the sugar hydrazones were carried out. Cyclization of a number of hydrazones including the partially acetylated sugar hydrazones by thionyl chloride gave regioselectively the respective angular isomer 1-substituted phenanthro[9,10-e][ l,2,4]triazino[3,4-c][ 1,2,4]triazoles 16i-l, and not the linear isomer. The cyclization of 1 with acetic acid, however, gave regioselectively the linear isomer 19. The structural assignments were based on a model study whereby the angular 16a was found to be different from the linear isomer 19a obtained by the condensation of 4,5-diamino-3-methyl- 1,2,4-triazole with 9, 10-phenanthraquinone. Periodate oxidation of 2d gave 20 whose reaction with 1 gave 21.

  DOI：

  10.1080/07328319808003477
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溶剂黄146 作用下， 生成 2H-phenanthro[9,10-e][1,2,4]triazine-3-thione
  参考文献：
  名称：

  De, Journal of the Indian Chemical Society, 1930, vol. 7, p. 361,364

  摘要：

  DOI：

文献信息

• Condensed 1,2,4-Triazines, III
  作者：Vishnu Ji Ram、Hrishi Kesh Pandey

  DOI：10.1002/ardp.19803130512

  日期：——

  Alkylation of 3‐mercaptophenanthreno[9,10‐e]‐1,2,4‐triazine (1b) yielded the S‐alkyl derivatives 2 a‐d. Amination of 1a afforded the 3‐amino derivatives 3a‐h. Reaction of 1a with hydrazine hydrate gave 3‐hydrazinophenanthreno[9,10‐e]‐1,2,4‐triazine (4) which underwent cyclisation with nitrous, formic or acetic acids giving the phenanthreno[9,10‐e]‐1,2,4‐triazino[2,3‐d]‐1,2,3,4‐tetrazole (5) and the

  3-巯基菲[9,10-e]-1,2,4-三嗪(1b)的烷基化得到S-烷基衍生物2a-d。1a 胺化得到 3-氨基衍生物 3a-h。1a 与水合肼反应得到 3-肼基菲 [9,10-e] -1,2,4-三嗪 (4)，其与亚硝酸、甲酸或乙酸环化得到菲 [9,10-e] -1 , 2,4-triazino [2,3-d] -1,2,3,4-tetrazole (5) 和菲 [9,10e] -1,2,4-triazino [2,3-d] - 3H-甲基-1,2,4-三唑 6, 7. 化合物 4 还与 [双（二甲基巯基）亚甲基] 氰基乙酸甲酯、乙酰乙酸乙酯、乙氧基亚甲基丙二腈、乙氧基亚甲基氰基乙酸乙酯或乙酰丙酮反应生成 3-（吡唑 - 1 ‐yl) -菲并 [9,10-e] -1,2,4-三嗪 8-12。
• Nano-sized silica supported FeCl3 as an efficient heterogeneous catalyst for the synthesis of 1,2,4-triazine derivatives
  作者：Davood Habibi、Somayyeh Vakili

  DOI：10.1016/s1872-2067(15)60829-4

  日期：2015.4

  The one-pot synthesis of a series of 1,2,4-triazines from the reactions of semicarbazide or thiosemicarbazide with various alpha,beta-dicarbonyl compounds under reflux conditions in a EtOH-H2O (9:1) mixture as solvent and catalyzed by nano-sized silica supported FeCl3 (FeCl3@SiO2) was investigated. The FeCl3 content of the catalyst was measured by atomic absorption to get the adsorption capacity. The reactions gave high yields of the product and the catalyst was easily separated and reused for successive reaction runs without significant loss of activity. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• RAM V. J.; PANDEY H. K., ARCH. PHARM., 1980, 313, NO 5, 465-471
  作者：RAM V. J.、 PANDEY H. K.

  DOI：——

  日期：——
• SALLAM M. M. M.; IBRAHIM Y. A.; ABDEL-HADY S. A.-L., HELV. CHIM. ACTA <HCAC-AV>, 1976, 59, NO 4, 1093-1098
  作者：SALLAM M. M. M.、 IBRAHIM Y. A.、 ABDEL-HADY S. A.-L.

  DOI：——

  日期：——
• Synthesis of Acyclo C-Nucleosides OF Phenanthro[9,10-e][1,2,4]Triazino[3,4-c]-[1,2,4] Triazoles, and Their Precursors
  作者：Atef Hamed、Elham R. Abo-Amaym、El Sayed H. El Ashry

  DOI：10.1080/07328319808003477

  日期：1998.8

  Reaction of 3 -hydrazinophenanthro[9, 10-e][l,2,4]triazine (1) with aliphatic and aromatic aldehydes as well as monosaccharides gave the corresponding hydrazones 2a-g. The D-glucose analogue exists in the cyclic pyranosyl structure 5. Acetylation and partial acetylation of the sugar hydrazones were carried out. Cyclization of a number of hydrazones including the partially acetylated sugar hydrazones by thionyl chloride gave regioselectively the respective angular isomer 1-substituted phenanthro[9,10-e][ l,2,4]triazino[3,4-c][ 1,2,4]triazoles 16i-l, and not the linear isomer. The cyclization of 1 with acetic acid, however, gave regioselectively the linear isomer 19. The structural assignments were based on a model study whereby the angular 16a was found to be different from the linear isomer 19a obtained by the condensation of 4,5-diamino-3-methyl- 1,2,4-triazole with 9, 10-phenanthraquinone. Periodate oxidation of 2d gave 20 whose reaction with 1 gave 21.