2-dimethylamino-5-phenyl-1,3,4-thiadiazole | 50878-83-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-dimethylamino-5-phenyl-1,3,4-thiadiazole
• 英文别名: 5-dimethylamino-2-phenyl-1,3,4-thiadiazole；dimethyl-(5-phenyl-[1,3,4]thiadiazol-2-yl)-amine；dimethyl-(phenyl-[1,3,4]thiadiazol-2-yl)-amine；Dimethyl-(phenyl-[1,3,4]thiadiazol-2-yl)-amin；N,N-Dimethyl-5-phenyl-1,3,4-thiadiazol-2-amine
• CAS: 50878-83-6
• 化学式: C₁₀H₁₁N₃S
• 分子量: 205.283
• InChiKey: BYEFYZCXKAIDFF-UHFFFAOYSA-N

物化性质

• 沸点：
  327.4±25.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 吡啶 、 磷酸 作用下， 生成 2-dimethylamino-5-phenyl-1,3,4-thiadiazole
  参考文献：
  名称：

  251.与硫代氨基脲有关的化合物。第二部分 1-苯甲硫基氨基脲

  摘要：

  DOI：

  10.1039/jr9490001163

文献信息

• Synthesis of cephalosporins with substituted thiadiazoles directly attached to the C3-position. I. Synthesis of 3-(5-substituted-1,3,4-thiadiazol-2-yl)ceph-3-em derivatives.
  作者：TOHRU SUGAWARA、HIROTOMO MASUYA、TAISUKE MATSUO、TAKUICHI MIKI

  DOI：10.1248/cpb.28.2116

  日期：——

  3-(5-Substituted-1, 3, 4-thiadiazol-2-yl) ceph-3-em derivatives were prepared by oxidative ring closure with 2, 3-dichloro-5, 6-dicyanobenzoquinone directly or after acetylation of 3-thiocarbonylhydrazones, which were obtained from the reaction of 3-formylceph-3-ems and thiocarbonylhydrazines. The antibacterial activity of 7-thienylacetamido-3-(5-substituted-1, 3, 4-thiadiazol-2-yl) ceph-3-em derivatives (4) against gram-positive organisms was similar to that of cephalothin (CET), while the activity against gram-negative organisms was superior to that of CET. A similar oxidative ring closure reaction with other thiocarbonylhydrazones is also discussed.

  通过氧化环合反应，以2,3-二氯-5,6-二氰基苯醌直接或先经乙酰化3-硫羰基腙制得了3-(5-取代-1,3,4-噻二唑-2-基)头孢-3-烯衍生物。这些3-硫羰基腙是从3-醛基头孢-3-烯和硫羰基酰肼反应得到的。7-噻吩基乙酰胺基-3-(5-取代-1,3,4-噻二唑-2-基)头孢-3-烯衍生物(4)对革兰氏阳性菌的抗菌活性与头孢噻吩(CET)相似，而对革兰氏阴性菌的活性则优于CET。还讨论了与其他硫羰基腙的类似氧化环合反应。
• The chemistry of a 1,3,4-thiadiazin-6-one
  作者：Ahmet E. Baydar、Gerhard V. Boyd、Peter F. Lindley

  DOI：10.1039/c39810001003

  日期：——

  2-Dimethylamino-5-phenyl-1,3,4-thiadiazin-6-one (2), the first representative of this ring system, undergoes thermal fragmentation to yield benzonitrile, dimethylcyanamide, and 2-dimethylamino-5-phenyl-1,3,4-thiadiazole; its reaction with 1-diethylamino-propyne results in a mixture of adducts, the 1H-pyridazin-4-one (7) and the 5H-pyridazin-4-one (10).

  该环系统的第一个代表-2-Dimethylamino-5-phenyl-1,3,4-thiadiazin-6-one（2）经过热裂解生成苄腈，二甲基氰胺和2-二甲基氨基-5-苯基-1 ，3,4-噻二唑; 其与1-二乙氨基丙炔的反应产生加合物，1 H-哒嗪-4-酮（7）和5 H-哒嗪-4-酮（10）的混合物。
• Milcent, Rene; Nguyen, Thu-Huong, Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 881 - 883
  作者：Milcent, Rene、Nguyen, Thu-Huong

  DOI：——

  日期：——
• BAYDAR, A. E.;BOYD, G. V.;LINDLEY, P. F., J. CHEM. SOC. CHEM. COMMUN., 1981, N 19, 1003-1004
  作者：BAYDAR, A. E.、BOYD, G. V.、LINDLEY, P. F.

  DOI：——

  日期：——
• 251. Compounds related to thiosemicarbazide. Part II. 1-Benzoylthiosemicarbazides
  作者：Eric Hoggarth

  DOI：10.1039/jr9490001163

  日期：——