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Intramolecular 2- methylbenzothiazole

The structure of 11 2IBr is (TBP, TBP), which represents the first example of a T-shaped adduct of a selenium compound with IBr.39a The anomalous bond distances in ll-2IBr (Se-Br (A)/Se-I (A) 2.897(2)/2.606(2) and 2.766(2)/ 2.629(2) for the two Br-Se-I units, respectively) have been explained on the basis of different polarities of the two bonds and on the basis of the involvement of Br in intramolecular hydrogen bondings. Reactions and/or structures are similarly investigated for A-methylthiazolidine-2(3H)-selone (12), N-methylbenzothiazole-2(3H)-selone (13), tV,7V -dimethylbenzoimidazole-2(3H)-thione (14), and -selone (15) with bromine,39b,c and more recently, for 14 and 15 with IBr.39d In this last case, the prediction of a 10-1-2 adduct for 14 IBr and a 10-Se-3 adduct for 15 IBr from the DFT calculations has been experimentally confirmed.39d... [Pg.649]

Treatment of benzothiazole with an excess of chlorosulfonic acid and then thionyl chloride affords a 4 1 mixture of the 4- and 7-sulfonyl chlorides, respectively. Chlorosulfonic acid alone fails to react with benzothiazole. This is probably due to the formation of the 4-sulfonic acid where an intramolecular hydrogen bond inhibits the formation of the chlorinated derivative <92PS(73)107>. Interestingly, when the same reaction is carried out with 2-methylbenzothiazole the major product is the 6-sulfonyl chloride. [Pg.405]

The thioanilides of a -cyanomalonic ester (520), which exist preferentially in their enethiol form, are cyclized by bromine to benzothiazolines (521) which can be decarboxylated to the corresponding 2-methylbenzo thiazoles (522 Scheme 282) (69CB351). 2-Bromo- or 2-chloro-thioacetanilides (523) undergo an intramolecular displacement of halogen on treatment with sodium hydride in TV-methylpyrrolidone or sodium methoxide in DMF, to give a correspondingly substituted 2-methylbenzothiazole (522 Scheme 283) (76S730). [Pg.323]


See also in sourсe #XX -- [ Pg.397 ]




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2- Methylbenzothiazole

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