Online Encyclopedia

THIAZINES

Online Encyclopedia
Originally appearing in Volume V26, Page 845 of the 1911 Encyclopedia Britannica.
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THIAZINES  , in organic

chemistry, a series of cyclic compounds containing a ring
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system of four carbon atoms, one nitrogen and one
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sulphur atom . These may be grouped in three ways, giving the following skeletal structures: CCN C'NC C'NC (I.) C , (IL) CS , (III.) S'C Members of the first series have not as yet been isolated . Derivatives of the second type have been obtained by A . Luchmann (Ben . 1896, 29, p . 1429) by condensing y-chlorbutylamine with carbon bisulphide or with
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mustard oils in the presence of caustic
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alkali; by M . Kahan (ibid., 1897, 30, p . 1321) on condensing bromhexylamine hydrobromide with thiobenzamide :
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CH2'CH(
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CH3)Br HS CH2'CH(CH3)'S (CH3)2C'N112 + HN:C'C6Hs (CHd)2C-N.seessesssC'C6Ii6 Benzothiazines are obtained from ortho-aminobenzyl halides and thio-amides : /CH2Br cm2' s Celli< +H2NCS'CHa--->C6H4c 1 \NNNH2 N—= 'CH3 . The most important thiazines are those derived from class III., thiodiphenylamine, C6H4\S>C6H4, being the parent substance of the methylene blue series of dyestuffs . Thiodiphenylamine is obtained synthetically by
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heating sulphur with diphenylamine miaire (5th
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October 1795) he opposed those Thermidorians who or by the condensation of ortho-aminothiophenol with pyro- wished to postpone the dissolution of the Convention . At the catechin . It is a compound of neutral reaction .

The first elections for the

Corps Legislatif he was elected by no less than known dyestuff of this series was Lauth's
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violet, which was
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thirty-two departments . It was only by the intervention of prepared by oxidizing paraphenylene diamine in acid solution Boulay de la Meurthe that he escaped transportation after the in the presence of sulphur . By using dimethyl paraphenylene coup d'etat of 18 Fructidor (4th September 1797), and he then diamine in place of the
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simple diamine, methylene blue is returned to the practice of his profession . The establishment obtained . The relationship of these substances to thiodiphenyl- of the consulate brought him back to public
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life . He was made amine was shown by A . Bernthsen, who, by nitration of prefect of the
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Gironde, and then member of the council of thiodiphenylamine, cbtained a dinitro-compound which on re- state, in which capacity he worked on the
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civil code . He at duction was converted into the corresponding di-amino-deriva- this time had
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Napoleon's confidence, and gave him wholetive and this on oxidation yielded Lauth's violet. hearted support .

End of Article: THIAZINES
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