3,6-Diphenyl-1,4,2,5-dithidiazine | 96043-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,6-Diphenyl-1,4,2,5-dithidiazine
• 英文别名: 3,6-diphenyl-1,4,2,5-dithiazine；3,6-Diphenyl-1,4,2,5-dithiadiazine
• CAS: 96043-47-9
• 化学式: C₁₄H₁₀N₂S₂
• 分子量: 270.379
• InChiKey: YNBAWMPXGKQWEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  102-104 °C
• 沸点：
  416.8±28.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  decamethylrhenocene 、 3,6-Diphenyl-1,4,2,5-dithidiazine 以 二氯甲烷 为溶剂， 以5.9%的产率得到(η(5)-cyclopentadienyl)(1-phenylmethanimine-N,1-dithiolato)cobalt(III)
  参考文献：
  名称：

  A novel metallacycle, 1,2,5,3-cobaltadithiazole. Formation, structure, and properties of (η5-cyclopentadienyl or η5 pentamethylcyclopentadienyl)(1-phenylmethanimine-N,1l-dithiolato) - cobalt(III)

  摘要：

  (Eta5-Cyclopentadienyl)(1-phenylmethanimine-N,1-dithiolato)cobalt(III), [Co(eta5-C5R5){SNC(Ph)S}] (1a: R=H or 1b: R=CH3), which contain a 1,2,5,3-cobaltadithiazole ring were synthesized in the reactions of [Co(eta5-C5R5)Ln] (Ln = (CO)2 or 1,5-cyclooctadiene) with two types of heterocyclic compounds: (1) compounds with a partial structure of -S-N=C(Ph)-S- or with similar structures; and (2) compounds which give benzonitrile sulfide on thermolysis or photolysis. The crystals of 1b are orthorhombic of space group P2,2,2 with a = 14.936 angstrom, b = 14.262 angstrom, c = 8.078 angstrom and Z = 4. The structure was solved and refined to R = 0.038 and R(w) = 0.040 by using 3981 independent reflections. The structure of 1,2,5,3-cobaltadithiazole is similar to that of 1,2,5-cobaltadithiolenes. The 1,2,5,3-cobaltadithiazole ring is almost planar and perpendicular to cp*. The cobaltadithiazoles undergo a reversible one electron reduction which is ascribed to the process from Co(III) to Coll. The halfwave potential of -1.34 V versus Ag \0.1 mol dm-3 AgClO4 for the reduction of 1b is less negative than that of the cobaltadithiolene with a similar structure. This shows that the nitrogen atom in the ring attracts electrons and causes the cobaltadithiazole ring to be electron-deficient.

  DOI：

  10.1016/0022-328x(94)80132-0
• 作为产物：
  描述：

  三氯化苄 在 ammonium hydroxide 、 sodium hydroxide 、 sodium hydrogensulfide 、 高氯酸 、 碘 、 乙酸酐 、 hydroxylamine-O-sulfonic acid 作用下， 以 乙醚 、 乙醇 、 水 、 乙腈 为溶剂， 反应 15.25h， 生成 3,6-Diphenyl-1,4,2,5-dithidiazine
  参考文献：
  名称：

  5-Aryl-1,4,2-dithiazolium 盐的制备和反应

  摘要：

  S-硫代芳酰基次磺酰胺 (ArCSSNH2) 由 ArCSS-Na+ 与羟胺-O-磺酸反应形成，经芳酰化或酰化分别生成 N-芳酰基-或 N-酰基-S-硫代芳酰基次磺酰胺，然后脱水环化为得到3-取代的5-芳基-1,4,2-二噻唑鎓盐。系统地研究了 3,5-二苯基-1,4,2-二噻唑鎓高氯酸盐对亲核试剂如活性亚甲基和氨基化合物的行为。根据初始加合物的裂变方式，该反应可分为开环-闭环反应（路径B）和二噻唑环断裂（路径C）两种情况，在某些情况下，初始加合物是分离的。

  DOI：

  10.1246/bcsj.63.2933

文献信息

• Formation of (η⁵-Pentamethylcyclopentadienyl)(1-phenylmethanimine-<i>N</i>,1-dithiolato)cobalt(III) Having a Novel Metallacycle, 1,2,5,3-Cobaltadithiazole, in Reactions of [Co(cp^*)(CO)₂] with Heterocyclic Compounds Containing S and N
  作者：Akihiro Kato、Masaki Tono、Naoki Hisamatsu、Sho-hei Nozawa、Toru Sugiyama、Masatsugu Kajitani、Takeo Akiyama、Akira Sugimori

  DOI：10.1246/cl.1992.243

  日期：1992.2

  nylmethanimine-N,1-dithiolato)cobalt (III) (1) containing 1,2,5,3-cobaltadithiazole ring (a novel metallacycle) is formed in the reactions of [Co(cp*)(CO)2] with several precursors of benzonitrile sulfide, 5-phenyl-1,3,4-oxathiazol-2-one (thermal precursor), 4-phenyl-1,3,2-oxathiazolylium-5-olate, and 5-phenyl-1,2,3,4-thiatriazole (photochemical precursors). Compound 1 is also formed in the thermal

  (η5-Pentamethylcyclopentadienyl)(1-phenylmethanimine-N,1-dithiolato)cobalt (III) (1) 含有 1,2,5,3-钴二噻唑环（一种新型金属环）在 [Co(cp* )(CO)2] 与苯甲腈硫化物、5-苯基-1,3,4-oxathiazol-2-one（热前体）、4-苯基-1,3,2-oxathiazolylium-5-olate 的几种前体和5-苯基-1,2,3,4-噻三唑（光化学前体）。在 [Co(cp*)(CO)2] 与 3,6-二苯基-1,4,2,5-二噻二嗪、3,5-二苯基-1,4,2 的热反应中也形成化合物 1， 6-二噻二嗪、2-二乙基-氨基-5-苯基-1,3,4-二噻唑鎓高氯酸盐、5-苯基-1,2,4-二噻唑-3-酮或5-苯基-1,2,4-二噻唑-3-硫酮。
• Synthesis of 1,4,2,5-dithiadiazines, a new heterocyclic system, from aminosulphines (thioamide S-oxides)
  作者：Bodo G. Lenz、Binne Zwanenburg

  DOI：10.1039/c39840001386

  日期：——

  Treatment of aryl aminosulphines (thiobenzamide S-oxides) with either Et3O+BF4- or SOCl2, followed by base, leads to 1,4,2,5-dithiadiazines.

  用Et 3 O + BF 4-或SOCl 2，然后用碱处理芳基氨基磺酮（硫代苯甲酰胺S-氧化物），得到1,4,2,5-二硫杂二嗪。
• Ring Expansion Reaction of Heterocyclic Cation Compounds by Incorporating One Nitrogen Atom Using I₂–NH₃System
  作者：Katsumi Yonemoto、Isao Shibuya

  DOI：10.1246/cl.1989.89

  日期：1989.1

  The reaction of various heterocyclic cation compounds with I2/NH4OH resulted in ring expansion on nitrogen atom. The similar ring expansion reaction occurred on the corresponding triiodides with NH4OH. The reaction mechanism based on initial nucleophilic attack of NH3 on cations, subsequent oxidative iodination, and liberation of I− is proposed.

  各种杂环阳离子化合物与 I2/NH4OH 的反应导致氮原子上的环膨胀。类似的扩环反应发生在相应的三碘化物与 NH4OH 上。提出了基于 NH3 对阳离子的初始亲核攻击、随后的氧化碘化和 I- 释放的反应机制。
• YONEMOTO, KATSUMI;SHIBUYA, ISAO, CHEM. LETT.,(1989) N, C. 89-90
  作者：YONEMOTO, KATSUMI、SHIBUYA, ISAO

  DOI：——

  日期：——
• YONEMOTO, KATSUMI;SHIBUYA, ISAO;TSUCHIYA, TOHRU;YASUMOTO, MASAHIKO;TAGUCH+, BULL. CHEM. SOC. JAP., 63,(1990) N0, C. 2933-2937
  作者：YONEMOTO, KATSUMI、SHIBUYA, ISAO、TSUCHIYA, TOHRU、YASUMOTO, MASAHIKO、TAGUCH+

  DOI：——

  日期：——