Extended knowledge of 3080-99-7

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3080-99-7, In an article, published in an article,authors is Caputo, Romualdo, once mentioned the application of 3080-99-7, Name is 3,4-Dihydro-2H-benzo[b][1,4]thiazine,molecular formula is C8H9NS, is a conventional compound. this article was the specific content is as follows.

Aromatic Ring Bromination in 1,4-Benzothiazines, 1,4-Benzoxathianes and 1,4-Benzodithianes: the Occurrence of Vicarious Nucleophilic Substitution of Hydrogen and Electrophilic Aromatic Substitution Mechanisms

1,4-benzodithianes, 1,4-benzothiazines and 1,4-benzoxathianes, when treated with bromine in anhydrous chloroform, undergo regiospecific monobromination at the aromatic ring.Based on semiempirical quantum mechanical calculations, the regiochemistry of the reaction in the case of 1,4-benzothiazines and 1,4-benzoxathianes was shown to be consistent with a charge-controlled electrophilic aromatic substitution reaction where the Br+ species comes from monobromosulfonium ions (as 2).On the contrary, in the case of 1,4-benzodithianes, the bromination is accomplished by Br- via an orbital-controlled vicarious nucleophilic substitution of hydrogen occurring on dibromodisulfonium ions (as 4).

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Reference£º
Thiazine – an overview | ScienceDirect Topics,
Thiazine | C4H5NS – PubChem