Formaldehyde → HCID 11346466, compound

Participants

Reaction Steps

Under the conditions of nitrolysis of 2,2-bis(difluoramino)-N-(nitratomethyl)-N-nitro-N,N′-bis(4-nitrobenzenesulfonyl)-1,3-propanediamine in ca. 98% nitric acid, the liberated formaldehyde equivalent becomes available for cyclization of the N-desulfonated bis(primary nitramine), 2,2-bis(difluoramino)-N,N′-dinitro-1,3-propanediamine. The cyclization occurred spontaneously at room temperature, consuming the 2,2-bis(difluoramino)-N,N′-dinitro-1,3-propanediamine intermediate and forming 5,5-bis(difluoramino)hexahydro-1,3-dinitropyrimidine (RNFX) [1H NMR (CD3CN): δ 4.85 (s, 4 H), 6.06 (s, 2 H); 1H NMR (acetone-d6): δ 5.07 (s, 4 H), 6.31 (s, 2 H); 13C NMR (CD3CN): δ 45.3 (m, J=6 Hz), 60.6 (s) (not all carbons detected due to low S/N); 19F NMR (CD3CN): δ 29.67; 19F NMR (acetone-d6): δ 29.31)].

Provenance & Evidence