Acetate → 1-Acetoxy-2,4,6-trinitro-2,4,6-triazaheptane

Participants

Reaction Steps

"Acetate or nitrate of 6-alkyl-2,4,6-trinitro-2,4,6-triazahexanol. Jiri Denkstein and Vladimir Kaderabek. Czech. 98,248, Jan. 15, 1961, Appl. Nov. 13, 1959. The described method is the nitrolysis of N-alkylhexamethylene-tetraminium nitrate, sulfate, or acetate with a mixt. of HNO3 with Ac2O, or anhydride of HNO3. Thus, a mixt. of 30 g N-methylhexamethylenetetraminium nitrate (I) and 49 ml. AcOH added during 15-30 min with stirring at 15°-20° to the mixt. of 52 ml. 98-9% HNO3, and 48 ml. Ac2O under stirring, the temp. increased to 75° and kept 15 min. gave after cooling to 20°-5° 22.2 g cryst. 6-methyl-2,4,6-trinitro-2,4,6-triazahexanol (II). The reactin mixt. dild. with water gave addnl. 5.3 g II. The total yield was 27.5 g of a product, m. 151°-3° , i.e., 68% of theory calcd. on I."

Provenance & Evidence