Synthesis of 4,10-dinitro-2,6,8,12-tetraoxa-4,10-diazatetracyclo

Details Synthesis of 4,10-dinitro-2,6,8,12-tetraoxa-4,10-diazatetracyclo Synthesis of 4,10-dinitro-2,6,8,12-tetraoxa-4,10-diazatetracyclo

1993-08-02

1996-03-12

Datlow, Philip I.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

C07D49822

Patent

active

054987113

ABSTRACT:
4,10-dinitro-2,6,8,12-tetraoxa-4,10-diazatetracyclo[5.5.0.0.sup.5,9 0.sup.3,11 ]dodecane is synthesized by reacting a diacyl-2,3,5,6-tetraoxypiperazine or tetraoxadiazaisowurtzitane derivative, a strong acid, and a nitrate source, such that an exothermic reaction occurs which proceeds at a temperature above ambient temperature. The reaction product is precipitated by cooling. It may be purified by washing with methanol and/or sodium bicarbonate and by simmering in nitric acid.

REFERENCES:
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patent: 3369020 (1968-02-01), Ferguson
patent: 4487938 (1984-12-01), Boileau et al.
Concise Chemical and Technical Dictionary, 4th edition, H. Bennett, editor, (1986), p. 72.
Currie et al., "Base-catalysed Reactions of Glyoxal. Part I. 1,4-Diformyl-and 1,4-Bismethylsulphonyl-Derivatives of 2,3,5,6-tetrahydroxypiperazines", J. Chem. Soc., (C), 1967, pp. 491-497.
"Methylsulfonylpiperazines", Chemical Abstracts, vol. 67, p. 3102, 1967, Imperial Chemical Industries Ltd.
Ramakrishnan et al., "4,10-Dinitro-2,6,8,12-Tetraoxa-4,10-Diazatetracyclo[5.5.0.0.sup.5,9 0.sup.3,11 ]Dodecane", Heterocycles, vol. 31, No. 3, pp. 479-480, 1990.

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