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Chemistry of Heterocyclic Compounds

, Volume 35, Issue 7, pp 860–865 | Cite as

On interaction of 2-aminobenzothiazoles with halohydrins

  • R. F. Ambartsumova
Article

Abstract

Interaction of 2-aminobenzothiazoles with ethylene chlorohydrin on boiling leads mainly to formation of the corresponding 3-(β-chloroethyl)benzothiazolin-2-ones. Reducing the reaction temperature increases the fraction of 2-imino-(3-β-hydroxyethyl)benzothiazolines. In both instances formation of bis[3-(β-hydroxyethyl)benzothiazol-2-ylidene]ammonium chlorides is observed. The reaction of 2-aminobenzothiazole with propylene bromohydrin gives only the corresponding amino alcohols. The anomalous products from the reaction of β-chloroethyl derivatives of benzothiazolinones result from a dominating side reaction of the starting 2-aminobenzothiazoles with the ethylene chlorohydrin thermolysis products that are formed on boiling.

Keywords

Alcohol Chloride Ammonium Propylene Reaction Temperature 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Kluwer Academic/Plenum Publishers 1999

Authors and Affiliations

  • R. F. Ambartsumova

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