Conclusions
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1.
Carbamates may be obtained by the carbonylation of aromatic azoxy and azo compounds by carbon monoxide in the presence of 5% PdCl2/NaX and ferric chloride additives.
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2.
The reactivity of azoxy and azo compounds is greater than that of nitro compounds.
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3.
The conversion of nitro and azo compounds in the synthesis of methyl-N-arylcarbamates increases with increasing carbon monoxide pressure and upon the addition of Cp2V, Cp2VCl, or VOCl2·dioxane to PdCl2/NaX + FeCl3. The addition of Fe(acac)3, HVO3, and VO(acac)2 reduces the conversion of azobenzene and increases the conversion of nitro compounds, while the addition of Cp2VI reduces the conversion of nitro compounds and increases the conversion of azobenzene.
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V. I. Manov-Yuvenskii and B. K. Nefedov, Usp. Khim.,50, 889 (1981).
A. N. Niyazov, B. K. Nefedov, Kh. O. Khoshdurdyev, and V. I. Manov-Yuvenskii, Dokl. Akad. Nauk SSSR,258, 898 (1981).
A. L. Lapidus, A. F. Lunin, S. D. Pirozhkov, N. B. Leonchik, P. Neitzel, and K. Shvetlik, Izv. Akad. Nauk SSSR, Ser. Khim., 1339 (1981).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 593–595, March, 1984.
We thank V. N. Latyaev and A. N. Linev for providing the vanadium ogranometallic compounds.
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Manov-Yuvenskii, V.I., Petrovskii, K.B. & Lapidus, A.L. Synthesis of methyl-N-arylcarbamates by the carbonylation of azoxy, azo, and nitro compounds. Russ Chem Bull 33, 543–545 (1984). https://doi.org/10.1007/BF00995693
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DOI: https://doi.org/10.1007/BF00995693