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Synthesis of 1,3,3-trinitroazetidine

Patent ·
OSTI ID:869438
 [1];  [1]
  1. Los Alamos, NM
+ Show Author Affiliations

A process of preparing 1,3,3-trinitroazetidine including forming a 5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1,3-oxazine, e.g., reacting a 1,3,5-trialkyl hexahydrotriazine and tris(hydroxymethyl)nitromethane, ring opening said 5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1,3-oxazine to form a 3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol salt, ring closing said 3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol salt to form a 3-hydroxymethyl-3-nitro-1-alkylazetidine salt, nitrating said 3-hydroxymethyl-3-nitro-1-alkylazetidine salt to form a 1-alkyl-3,3-dinitroazetidine, and converting said 1-alkyl-3,3-dinitroazetidine into 1,3,3-trinitroazetidine is disclosed.

Research Organization:
Los Alamos National Laboratory (LANL), Los Alamos, NM
DOE Contract Number:
W-7405-ENG-36
Assignee:
Regents of University of California (Oakland, CA)
Patent Number(s):
US 5336784
OSTI ID:
869438
Country of Publication:
United States
Language:
English

References (7)

A mild quamtitative method for the synthesis of a variety of heterocyclic systems journal January 1978
Catalyzed Oxidative Nitration of Nitronate Salts journal May 1985
Stereospecific cyclization of β-hydroxy aryl amides to β-lactams journal November 1984
Preparation of azetidines from 1,3-aminopropanols journal January 1984
On the synthesis of azetidines from 3-hydroxypropylamines journal January 1983
Synthesis of 3,3-dinitroazetidine from 1- t -butyl-3,3-dinitroazetidine journal December 1992
Synthesis and x-ray crystal structure of 1,3,3-trinitroazetidine journal April 1990

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Related Subjects

/999/
1-alkyl-3
3-alkylamino-2-hydroxymethyl-2-nitro-1-propanol
3-dinitroazetidine
3-hydroxymethyl-3-nitro-1-alkylazetidine
3-oxazine
3-trinitroazetidine
5-hydroxymethyl-5-nitro-1-alkyltetrahydro-1
5-trialkyl
closing
converting
disclosed
form
forming
hexahydrotriazine
hydroxymethyl
including
including forming
nitrating
nitromethane
preparing
process
reacting
salt
synthesis
tris