- Carbonylation of o-phenylenediamine and o-aminophenol with dimethyl carbonate using lead compounds as catalysts
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Lead compounds are active catalysts for carbonylation and carbonylation/methylation of o-phenylenediamine and o-aminophenol with dimethyl carbonate (DMC). 2-Benzimidazolone was obtained in 84% yield by the reaction of o-phenylenediamine with DMC for 1 h at 443 K in the presence of Pb(NO3)2. In the presence of Pb(OAc)2, the reaction quantitatively gave 1,3-dimethyl-2-benzimidazolone, which was formed by methylation of the primary product, 2-benzimidazolone, at 473 K. The effects of reaction variables on the yields of 2-benzimidazolone and 1,3-dimethyl-2-benzimidazolone were examined. The reaction of o-aminophenol with DMC selectively gave a carbonylation product, 2-benzoxazolone, or a carbonylation/methylation product, 3-methyl-2-benzoxazolone, depending on the reaction conditions in the presence of Pb(OAc)2.
- Fu, Yue,Baba, Toshihide,Ono, Yoshio
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- BENZOXAZOLINONES. II. SYNTHESIS OF 3-VINYLBENZOXAZOLINONES AND 3-VINYLBENZOXAZOLINETHIONE
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A method has been developed for obtaining 3-vinylbenzoxazolinones and 3-vinylbenzoxazolinethione.It has been shown that it is also possible to obtain 3-methylbenzoxazolinethione by this method in good yield (76percent).
- Giyasov, K.,Aliev, N. A.,Kadyrov, Ch. Sh.
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p. 403 - 405
(2007/10/02)
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