Reaction of benzoxazoline-2-thiones with alkyl halides.
- 1 January 1983
- journal article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 31 (2) , 733-736
- https://doi.org/10.1248/cpb.31.733
Abstract
The effect of the solvent on the reaction of benzoxazoline-2-thiones with alkyl halides was studied. The reaction of 1 with alkyl halides and potassium carbonate in dimethylformamide (DMF) gave the corresponding 2-alkylthiobenzoxazoles (2), but the same reaction gave 2-methoxybenzoxazoles (4a) when methanol was used in place of DMF as the solvent. On the other hand, the reaction of 1, methyl iodide, alcohol, and sodium hydride in tetrahydrofuran (THF) gave 2-[N-(dialkoxymethylene) amino] phenols (5).Keywords
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