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- W2013449887 abstract "N,N-Dimethyl-2-(alkylthio)ethylamines and 3-methylthiazolidines underwent N-methylation both with trimethyloxonium tetrafluoroborate (3a) and with methyl iodide. In the methylation of N,N-dimethyl-o-(methylthio)aniline, the main reaction was S-methylation. On the other hand, in the o-ethylthio derivative, S-methylated product was major with methyl iodide, while N-methylated product was major with 3a. In the N-ethyl or N-benzyl derivative, only S-methylation occurred with both reagents. 3-Methyl-2, 2-diphenyl-2,3-dihydro-benzothiazole gave S-methylated product with 3a, suggesting that S-methylation becomes major when the 2-substituent is bulkier. 4-Methyl-3,4-dmydro-2H-benzo[b][1,4]thiazine was methylated on the nitrogen with 3a, while it gave S-methylated product with methyl iodide. Phenothiazines and 1-dialkylamino-8-(methylthio)naphthalenes gave only S-methylated products. The selective S-methylation in the case of N-methylation was carried out through protonation on the nitrogen atom followed by methyl..." @default.
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- W2013449887 date "1983-05-01" @default.
- W2013449887 modified "2023-09-24" @default.
- W2013449887 title "Alkylation of the Sulfur- and Nitrogen-containing Compounds Analogous to Thiazoline Systems" @default.
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- W2013449887 doi "https://doi.org/10.1246/bcsj.56.1508" @default.
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