YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Benzothiazoles. IX
Nitration of 4-Substituted 2-Methylbenzotltiazoles
水野 義久足立 亀久夫
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1952 年 72 巻 10 号 p. 1269-1271

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1) Nitration of 4-substituted 2-methylbenzothiazoles was carried out to examine the behavior of the substituent at 4-position towards nitration. In the nitration, effect of the substituent is predominant, as compared with superposed 6-position-directing power of the benzothiazole nucleus and 2-methyl group on it. The yield ratio of 5-nitro product to that of 7-nitro product is considerably dependent on the nature of the substituent. That is due to the inductive effect of the substituent.
2) The following new compounds were prepared: 2, 4-Dimethyl-7-nitro-, m.p. 155-156°; 2, 4-dimethyl-5-nitro-, m.p. 105-106°; 2-methyl-7-nitro-4-methoxy-, m.p. 183°; and 2-methyl-4-methoxy-5(?)-nitrobenzothiazole, m.p. 103°.

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