• Title/Summary/Keyword: Thiocyanation

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Synthesis of 3-(Benzothiazol-2-yl)-1-Methyl Urea Derivatives and Their Biological Activities (3-(Benzothiazol-2-yl)-1-Methyl Urea 유도체(誘導體)의 합성(合成)과 생리활성(生理活性)에 관(關)한 연구(硏究))

  • Hong, Moo-Ki;Jeong, Young-Ho;Park, Young-Sun;Oh, Se-Mun
    • Applied Biological Chemistry
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    • v.30 no.3
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    • pp.227-233
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    • 1987
  • Some derivatives of 3-(benzothiazol-2-yl)-1-methyl urea were synthesized by reaction of methyl isocyanate with 2-aminobenzothiazole derivatives prepared by thiocyanation of various substituted anilines. The compounds synthesized were identified by IR, NMR and mass spectra as 3-(5-methyl benzothiazol-2-yl)-1-methyl urea, 3-(5,6-dimethyl benzothiazol-2-yl)-1-methyl urea, 3-(6-ethyl benzothiazol-2-yl)-1-methyl urea, 3-(6-methoxy benzothiazol-2-yl)-1-methyl urea, 3-(6-chloro benzothiazol-2-yl)-1-methyl urea, and 3-(5, 6-dichloro benzothiazol-2-yl)-1-methyl urea. These compounds were subjected to the test for pre-emergence herbicidal activity in the pots with wettable powder formulation. All of these compounds showed pre-emergence herbicidal activity on the grasses (Digitaria adscendens HENR and Setaria viridis P. BEAUV) and broad-leaf weeds (Portulaca oleraces L. and Chenopodium album L.) at the dosage of 800g a.i. per 10a. Of the 6 compounds, 3-(6-ethyl benzothiazol-2-yl)-1-methyl urea showed the highest herbicidal effect on both the grasses and broad-leaf weeds. Even at the rate of 50g a.i. per 10a, this compound inhibited the growth of grasses, selectively.

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A Study on the Syntheses of 2-Aminobenzothiazoles and Their Antimicrobial Activities (2-Aminobenzothiazole 유도체의 합성 및 항균작용에 관한 연구)

  • 정상헌;정원근;정필근;이남복
    • YAKHAK HOEJI
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    • v.20 no.1
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    • pp.19-26
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    • 1976
  • Sixteen compounds of 2-aminobenzothiazole derivatives were synthesized from alkyl ($C_{1-5}$) p-aminosalicylate by thiocyanation reaction. The NMR spectra of synthesized compounds showed that they were actually mixture of 5-hydroxy-6-alk-oxycarbonyl-2-aminobenzothiazole [alkoxy=methoxy(Ia), ethoxy (IIa), n-propoxy (IIIa), iso-propoxy (IVa), n-butoxy (Va), iso-butoxy (VIa), n-amoxy (VIIa), iso-amoxy(VIIIa)] and 7-(1b), ethoxy(IIb), n-propoxy(IIIb), iso-propoxy(IVb), n-butoxy(Vb), iso-butpxy (VIb), n-amoxy (VIIb), iso-amoxy (VIIIb)]. The mixtures of two isomeric benzothiazole were separated by two isomers varied with the kind of alkyl chain in alkyl p-aminosalicylate. These compounds were subjected to the test for antimicrobial activities using Staphylococcus aureus and Escherichia coli by tube dilutioin method. The seven compounds, Ia, IIa, IIIa, VIa, IIIb, IVb and Vb showed inhibition of the growth of S. aureus at the concentration of 10${\mu}$g/ml. As to the growth of E. coli, IVb, VIb, VIIb, and VIIIb were observed inhibition at the concentration of 1${\mu}$g/ml. Ia, IIa, IIIa, VIIa, Va, VIIIa, and IIb exhibited potential antimicrobial activities against showed inhibition of the growth of E.coli at the concentration of 100${\mu}$/ml.

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