Conclusions
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1.
Nitration of methylenediamine derivatives RN(X)CH2N(X)R by nitronium tetrafluoroborate was accompanied by cleavage of the N-X (X=MeCO) or N-CH2 (X=RSO2, RO2C bond and formation of N-nitro derivatives of methylenediamine or N-nitro amides, respectively.
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2.
During nitration of methylenediamine derivatives RSO2N(X)CH2R2 by nitronium tetrafluoroborate, the amine nitrogen (X=H) or both nitrogen atoms (X=Me) underwent attack.
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3.
The direction of the nitration reaction depended on the nature of the nitrating agent (NO2BF4 and HNO3).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2335–2339, October, 1981.
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Luk'yanov, O.A., Mel'nikova, T.G. & Tartakovskii, V.A. Nitration of acylated substituted methylenediamines. Russ Chem Bull 30, 1920–1923 (1981). https://doi.org/10.1007/BF00963423
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DOI: https://doi.org/10.1007/BF00963423