高等学校化学学报

高等学校化学学报 ›› 1991, Vol. 12 ›› Issue (10): 1326.

• 论文 • 上一篇    下一篇

1-[5-(α-萘)-2H-四唑-2-乙酰基]-4-芳酰基胺基硫脲和3-[5-(α-萘)-2H-四唑-2-亚甲基]-4-芳酰基-1,2,4-三唑啉-5-硫酮的合成

冯小明1, 陈荣1, 张自义2   

  1. 1. 西南师范大学化学系, 重庆, 630715;
    2. 兰州大学化学系
  • 收稿日期:1990-06-05 出版日期:1991-10-24 发布日期:1991-10-24
  • 通讯作者: 冯小明

Synthesis of 1-[5-(α-Naphthyl)-2H-Tetrazol-2-Acetyl]-4-Aroylthiosemicarbazides and 3-[5-(α-Naphthyl)-2H-Tetrazol-2-Methylene]-4-Aroyl-1, 2,4-Triazoline-5-Thione Derivatives

Feng Xiao-ming1, Chen Rong1, Zhang Zi-yi2   

  1. 1. Department of Chemistry, Southwest Teacthers' University, Chongqing, 630715;
    2. Department of Chemistry, Lanzhou University, Lanzhou, 730000
  • Received:1990-06-05 Online:1991-10-24 Published:1991-10-24

PDF (PC)

摘要： 本文通过5-(α-萘)-2H-四唑-2-乙酰肼(Ⅰ)与芳酰基异硫氰酸酯缩合制得16种新的1-[5-(α-萘)-2H-四唑-2-乙酰基]-4-芳酰基胺基硫脲(Ⅱ),(Ⅲ)在碱性催化条件下环化为3-[5-(α-萘)-2H-四唑-2-亚甲基]-4-芳酰基-1,2,4-三唑啉-5-硫酮(Ⅲ),化合物的结构经元素分析,IR、1HNMR和MS鉴定,对化合物(Ⅲ)的质谱裂解进行分析,解释了化合物(Ⅱ)的环化方向,经初步筛选,发现个别化合物对小麦胚芽生长有促进作用。

关键词: 酰胺基硫脲, 四唑, 杂环1, 2, 4-三唑啉-5-硫酮, 生物活性

Abstract: A series of new 1-[5-(α-naphthyl)-2H-tetrazol-2-acetyl]-4-aroylthiosemicarbazides(Ⅱ) weresynthesized by condensation of aroylisothiocyanate with 5-(α-naphthyl-2H-tetrazol-2-acetylhydrazine(Ⅰ) in absolute acetonitrile. Some of 3-[5-(α-naphthyl)-2H-tetrazol-2-methylene]-4-aroyl-1,2,4-triazoline-5-thione(Ⅲ) were prepared by the cyclization of compounds(Ⅱ) under the catalysis of 1 mol/L K2CO3solution. The structures of all compounds prepared were characterized by elemental analysis, IR and 1HNMR. The regioselectivity of the cyclization of compounds (Ⅱ) was rationalized with the fragments of mass spectra of compounds (Ⅲ).Preliminary pharmacological examinations show that the new compounds (Ⅱ) and (Ⅲ) possess some promoting, or inhibiting activity on growth of plumule of wheat.

Key words: Acylthiosemicarbazides, Tetrazole, Heterocyclic 1,2,4-triazoline-5-thione, Biological activity

TrendMD: