Synthesis of 3,3-dinitroazetidine

Hiskey, Michael A

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Title: Synthesis of 3,3-dinitroazetidine

Abstract

The compound, 3,3-dinitroazetidine, and a process of preparing 3,3-dinitroazetidine including reacting a mixture of 1-tertiary-butyl-3,3-dinitroazetidine and benzyl chloroformate to form 1-(benzyloxycarbonyl)-3,3-dinitroazetidine, reacting the 1-(benzyloxycarbonyl)-3,3-dinitroazetidine and trifluoromethanesulfonic acid to form 3,3-dinitroazetidinium trifluoromethanesulfonate, and neutralizing the 3,3-dinitroazetidinium trifluoromethanesulfonate with a base to form 3,3-dinitroazetidine are provided. Salts of the 3,3-dinitroazetidine and preparation of such salts are also disclosed.

Inventors:

Hiskey, Michael A ^[1]

Los Alamos, NM

Issue Date:: 1995-01-01

Research Org.:: Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

OSTI Identifier:: 869779

Patent Number(s):: 5395945

Assignee:: United States of America as represented by United States (Washington, DC)

Patent Classifications (CPCs):: C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS

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C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
C07D205/04 - having no double bonds between ring members or between ring members and non-ring members

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Resource Type:: Patent

Country of Publication:: United States

Language:: English

Subject:: synthesis; 3-dinitroazetidine; compound; process; preparing; including; reacting; mixture; 1-tertiary-butyl-3; benzyl; chloroformate; form; 1-; benzyloxycarbonyl; -3; trifluoromethanesulfonic; acid; 3-dinitroazetidinium; trifluoromethanesulfonate; neutralizing; base; provided; salts; preparation; disclosed; sulfonic acid; including reacting; /999/

Citation Formats


                    Hiskey, Michael A. Synthesis of 3,3-dinitroazetidine.  United States: N. p., 1995. 
        Web.

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                    Hiskey, Michael A. Synthesis of 3,3-dinitroazetidine.  United States.

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                    Hiskey, Michael A. Sun .  
        "Synthesis of 3,3-dinitroazetidine".  United States.  https://www.osti.gov/servlets/purl/869779.

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@article{osti_869779,

  title        = {Synthesis of 3,3-dinitroazetidine},

  author       = {Hiskey, Michael A},

  abstractNote = {The compound, 3,3-dinitroazetidine, and a process of preparing 3,3-dinitroazetidine including reacting a mixture of 1-tertiary-butyl-3,3-dinitroazetidine and benzyl chloroformate to form 1-(benzyloxycarbonyl)-3,3-dinitroazetidine, reacting the 1-(benzyloxycarbonyl)-3,3-dinitroazetidine and trifluoromethanesulfonic acid to form 3,3-dinitroazetidinium trifluoromethanesulfonate, and neutralizing the 3,3-dinitroazetidinium trifluoromethanesulfonate with a base to form 3,3-dinitroazetidine are provided. Salts of the 3,3-dinitroazetidine and preparation of such salts are also disclosed.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {1995},

  month        = {1}

}

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Works referenced in this record:

Trifluoromethanesulphonic acid, as a deprotecting reagent in peptide chemistry
journal, January 1974

Yajima, Haruaki; Fujii, Nobutaka; Ogawa, Hiroshi
Journal of the Chemical Society, Chemical Communications, Issue 3
https://doi.org/10.1039/c39740000107