The Chemistry of N-β-Substituted Ethyl-N'-nitroguanidines

Nitroguanidines.

“…These methods employed (a) concentrated sulfuric acid, (b) nitric acid, and (c) a mixture of sulfuric and nitric acids. Ewan and Young concluded that the action of [92][93][94][95][96][97][98] per cent sulfuric acid on guanidine nitrate for a period of 48 hr. gave the most satisfactory yields (87.1 per cent).…”

“…No further results were reported on the reaction of amines with nitrosoamides until N-methyl-V'-nitroso-^,',-nitroguanidine (XXV) was prepared (101). The latter compound combines with amines to give generally good yields of N-substituted 7'-nitroguanidines (XXVI) (46,47,65,81,86,94,99,101) ). Henry (46) found that the methylnitrosoamino group replaced by the amine methylated part of the amine.…”

“…Compound LXXXI had been prepared previously (94) and its properties differed from those of the crystals melting at 137°C. No attempt was made to distinguish between the remaining two structures, LXXXII and LXXXIII.…”

Property Predictions for Nitrate Salts with Nitroxy-Functionalized Cations

“…Nitroguanidinium (102) nitrate has been isolated and its crystal structure characterized (Pace and Flippen-Anderson, 1984), but a characterization of its thermal stability could not be found. Evidence for the synthesis of N-(2-nitroxyethyl)-N'nitroguanidinium nitrate has been reported (McKay and Milks, 1950), but it was not isolated. The negative G r (298) value found for the notional nitrate salt of 1-nitroxymethyl-1Hguanidinium (103) suggests that it will be stable.…”

Potential Anticancer Agents--XXXL. The Relationship of Analogues of 1-Methyl-3-nitro-1-nitrosoguanidine (NSC-9369)

“…The product was collected on a filter and washed with cold ethanol; yield, 15-7 g (82 per cent), m.p. 147-151°( lit.6 150°); £«°( µ) [3][4][5][6][7][8][9][10] (NH), 5•78 (ester C=0), 6• 14, 6-22 (NH, C=N), 6-43 (N02),…”