2-Benzothiazolyl 2-methoxyphenyl disulfide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-Benzothiazolyl 2-methoxyphenyl disulfide
• 英文别名: Benzothiazole, 2-[(2-methoxyphenyl)dithio]-；2-[(2-methoxyphenyl)disulfanyl]-1,3-benzothiazole
• 化学式: C₁₄H₁₁NOS₃
• 分子量: 305.445
• InChiKey: LRTABDYMFPUGBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-甲氧基苯硫酚 、 二硫化二苯并噻唑 以 氯仿 为溶剂， 反应 1.5h， 以87%的产率得到2-Benzothiazolyl 2-methoxyphenyl disulfide
  参考文献：
  名称：

  Disulfides. 1. Syntheses Using 2,2'-Dithiobis(benzothiazole)

  摘要：

  2,2'-Dithiobis(benzothiazole) produces unsymmetric disulfides containing the 2-benzothiazolyl fragment in both high yield and purity when reacted with 1 equiv of a variety of alkane and arene thiols under mild conditions. In turn, these unsymmetric disulfides react with a variety of thiols to produce either symmetric disulfides or new unsymmetric disulfides in excellent yields. At room temperature, 2 equiv of most thiols are oxidized essentially quantitatively to the corresponding symmetric disulfide by 2,2'-dithiobis(benzothiazole). Thiols employed at various stages include 1-propanethiol, 2-propanethiol, 2-methyl-2-propanethiol, phenylmethanethiol, 2-mercaptoethanol, 2-mercaptoethylamine (MEA) hydrochloride, 2-methoxybenzenethiol, 4-methoxybenzenethiol, 4-aminobenzenethiol, 4-acetamidobenzenethiol, 4-bromobenzenethiol , 4-methylbenzenethiol, N-acetyl-L-cysteine, and sodium 2-mercaptoethanesulfonate (MESNA). Various disulfides were inactive in vivo against cyanide poisoning.

  DOI：

  10.1021/jo00105a048

文献信息

• Disulfides. 1. Syntheses Using 2,2'-Dithiobis(benzothiazole)
  作者：Ewa Brzezinska、Andrew L. Ternay

  DOI：10.1021/jo00105a048

  日期：1994.12

  2,2'-Dithiobis(benzothiazole) produces unsymmetric disulfides containing the 2-benzothiazolyl fragment in both high yield and purity when reacted with 1 equiv of a variety of alkane and arene thiols under mild conditions. In turn, these unsymmetric disulfides react with a variety of thiols to produce either symmetric disulfides or new unsymmetric disulfides in excellent yields. At room temperature, 2 equiv of most thiols are oxidized essentially quantitatively to the corresponding symmetric disulfide by 2,2'-dithiobis(benzothiazole). Thiols employed at various stages include 1-propanethiol, 2-propanethiol, 2-methyl-2-propanethiol, phenylmethanethiol, 2-mercaptoethanol, 2-mercaptoethylamine (MEA) hydrochloride, 2-methoxybenzenethiol, 4-methoxybenzenethiol, 4-aminobenzenethiol, 4-acetamidobenzenethiol, 4-bromobenzenethiol , 4-methylbenzenethiol, N-acetyl-L-cysteine, and sodium 2-mercaptoethanesulfonate (MESNA). Various disulfides were inactive in vivo against cyanide poisoning.