Abstract
Synthetic procedures towards 3-monosubstituted functional derivatives of 1-alkoxy-1-triazene 2-oxides were elaborated. Alkylation of the synthesized compounds with chloromethoxy derivatives of 3,3-bis(2-haloethyl)-1-hydroxy-1-triazene 2-oxides gave (2-chloro/ bromoethyl) derivatives of 1,2,3,6,7,8-hexaaza-5-oxa-3-alkoxyocta-1,6-diene 2,7-dioxides. 2-Iodoethyl-1,2,3,6,7,8-hexaaza-5-oxa-3-alkoxyocta-1,6-diene 2,7-dioxides were first synthesized by the reaction of the corresponding bromoethyl derivatives with NaI.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0085—0094, January, 2018.
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Gordeev, P.B., Smirnov, G.A., Nikitin, S.V. et al. Synthesis of N-β-haloethyl derivatives of bis(oxytriazene oxides) bearing the NCH2O fragment. Russ Chem Bull 67, 85–94 (2018). https://doi.org/10.1007/s11172-018-2041-7
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DOI: https://doi.org/10.1007/s11172-018-2041-7
Keywords
- bis(oxytriazene N-oxides)
- 3-monosubstituted 1-alkoxy-1-triazene 2-oxides
- 1-ethoxy-3-methyl-1-triazene 2-oxide
- 3-isopropyl-1-methoxy-1-triazene 2-oxide
- 3-(2-hydroxyethyl)-1-methoxy-1-triazene 2-oxide
- 3-(2-cyanoethyl)-1-methoxy-1-triazene 2-oxide
- 4-ethoxy-11-halo-9-(2-haloethyl)-2,3,4,7,8,9-hexaaza-6-oxa-2,7-undecadiene 3,8-dioxides
- 12-halo-10-(2-haloethyl)-2-methyl-5-methoxy-3,4,5,8,9,10-hexaaza-7-oxa-3,8-dodecadiene 4,9-dioxide
- 1-cyano-12-halo-10-(2-haloethyl)-5-methoxy-3,4,5,8,9,10-hexaaza-7-oxa-3,8-dodecadiene 4,9-dioxide
- 5-(2-cyanoethyl)-12-halo-10-(2-haloethyl)-3,4,5,8,9,10-hexaaza-2,7-dioxa-3,8-dodecadiene 4,9-dioxide
- 12-halo-10-(2-haloethyl)-1-hydroxy-5-methoxy-3,4,5,8,9,10-hexaaza-7-oxa-3,8-dodecadiene 4,9-dioxide
- chloromethoxy derivatives
- alkylation
- cyanation
- chlorination
- bromination
- iodination