ChemInform Abstract: 2‐Nitroguanidine Derivatives. Part 3. Study of Reaction Between 1‐Amino‐2‐nitroguanidine and Formaldehyde.

Abstract

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Energetic Derivatives of Nitroguanidine – Synthesis and Properties

“…The reaction of ANQ with formaldehyde produces 1-hydroxymethylamino-2-nitroguanidine [55]. This compound reacts with nitroform in a similar manner as HMNQ.…”

A Review on the Reactivity of 1-Amino-2-Nitroguanidine (ANQ)

“…Additionally, the treatment of ANQ with formaldehyde resulted in the formation of 1-hydroxymethylamino-2-nitroguanidine ( 52 ). The terminal hydroxyl function of compound had high activity and could further react with nitroform in methanol, ethanol or water to obtain 2-nitro-1-(2,2,2-trinitroethylamino)guanidine (TNEANG) ( 53 ) [64,65]. Compound 53 was a typical trinitromethyl derivative, which could be reduced by iodide to form a potassium salt of 1-(2,2-dinitroethylamino)-2-nitroguanidine ( 54 ) [65].…”

“…It was also able to react with denitration agents such as K 2 CO 3 or KOH, followed by acidification with hydrochloric acid to obtain 1-(2,2-dinitroethylamino)-2-nitroguanidine (DNEANG) ( 55 ) containing a dinitromethyl structure. The separation phase of potassium salt 54 was successfully eliminated, increasing the yield of 55 from 44% to 78%, as seen in Scheme 17 [53,64,65,66,67]. The detonation properties of TNEANG ( 53 ) and DNEANG ( 55 ) have not been reported, but their melting points are as low as 95–96 °C and 93–94 °C respectively, which are promising as melting phase for melt casting explosives [64].…”