3.6- diamino-l ,2,4,5-tetrazine

Oxidation of 3,6-diamino-1,2,4,5-tetrazine (198) with oxone in the presence of hydrogen peroxide yields 3,6-diamino-l,2,4,5-tetrazine-2,4-dioxide (201) (LAX-112). The same reaction with 90 % hydrogen peroxide in trifluoroacetic acid yields 3-amino-6-nitro-1,2,4,5-tetrazine-2,4-dioxide (202). Treatment of 3,6-diamino-1,2,4,5-tetrazine (198) with 2,2,2-trinitroethanol and 2,2-dinitro-2-fluoroethanol generates the Mannich condensation products (203) and (204) respectively. 

Tetrazine derivatives do not seem to be very toxic. For 3,6-diamino-l,2,4,5-tetrazine an acute oral LD30/50 value (LD for 50% of the animals within 30 days after compound administration) was found (836 mg kg in rats) which classified this compound as slightly to moderately toxic for rats <93MI 621-01). 

Diamino-syni>tetrazine (called 3 >6 Diami-no-l,2.4.5-tetrazin or 3"6TDiimino-l 2o3.6- tetrahydro-L2.4,5-tetrazin in Ger),... 

A BKW equation of state in a one-dimensional hydrodynamic simulation of the cylinder test can be used to estimate the performance of explosives. Using this approach, the novel explosive 3,6-diamino-l,2,5,6-tetrazine 1,4-dioxide has been analyzed . 

Diamino-6-chloromethyl-l, 3,5-triazine formed the 3-oxide (67JHC268). There has yet been no reported N-oxidation of a tetrazine. 

On treatment with diluted hydrochloric acid or sulfuric acid at 40 "C, compound 1 forms amidinobiuret 4 (73%) with loss of nitrogen. When anhydrous hydrochloric acid is added to a solution of the potassium salt of 1 in anhydrous acetone and the resulting precipitate is treated with water, 6-chloro-l,3,5-triazine-2,4-diamine (5) can be obtained. Treatment of 1 with aqueous potassium hydroxide for 24 hours leads to the isolation of 2,4-diamino-l,3,5-triazin-6(l/7)-one 6 (45%). Reaction of 1 with cyanamide in aqueous potassium carbonate solution affords 2, which gives l,3,5-triazine-2,4,6-triamine (7, melamine, 88%) together with ammonia, carbon dioxide and nitrogen when heated in diluted mineral acid. Product 7 can be obtained similarly from tetrazine derivative 3.3 See also Section B.2.3 on 1,3,5-triazines. 

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