YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
芳香環状異項環の分極 第77報
2-Alkylaminoselenazolの化学的性質
萩庭 丈壽
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ジャーナル フリー

1949 年 69 巻 12 号 p. 566-569

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2-Alkylaminoselenazole can be prepared by; (i) the preparation of alkylcyanamide from primary or secondary amines, application of H2Se to this to alkylselenurea and application of halogenoketone, or (ii) alkylation of the K-salt of 2-acetaminoselenazole and its subsequent hydrolysis.
2-Amino- and 2-mono-alkyl-selenazole form prototropy with selenazolone-imide (2) and the structural difference with 2-dialkylaminoselenazole can only be determined by the similarity and difference in absorption spectra.
The C5-position of 2-diethylamino-4-methylselenazole possesses a strong activity, couples with phenyldiazonium chloride so that it can easily be nitrated under comparatively mild conditions. It condenses with benzaldehyde, and also gives a beautiful violet coloration upon warming with orthoformic ester and anhydrous ZnCl2. It condenses with formaldehyde but does not form any crystalline substance and the attempt to synthesize ketone compounds by both Friedel-Crafts' and Gattermann's methods was unsuccessful.

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