✍ Scribed by A. N. TERPIGOREV; G. V. GERMANOVA; A. G. BAZANOV
No coin nor oath required. For personal study only.
Synthesis and Nitration of N,N'-Diacylaminals of Aliphatic α-Nitroaldehydes. -Reaction of N,N'-bis(ethoxycarbonyl)formamidine (III) with mono-or dinitroalkanes (V) affords the N,N'-bis(ethoxycarbonyl)aminals of aliphatic α-nitroaldehydes (VI) as well as the corresponding bisaminals (VII). In contrast, the O-nucleophile (VIII) as well as the N-nucleophile (X) react by transamination to give the dinitrofluoroethyl oxyformimide (IX) or the N-nitro-N-methyl-N'-(ethoxycarbonyl)formamidine (XI), respectively. The nitration of N,N'-dicarboxylaminals (VI) is shown to depend on the number of nitro groups in the molecule. Thus, the mononitroaldehyde aminals (VIa) and (VIb) undergo nitration at both ethoxycarbonylamino groups, while only one ethoxycarbonylamino group can be nitrated in dinitro analogues (VId) and (VIe). Attempts to produce N,N'-diacylaminals (XV) by reaction of carboxamides (XIV) with triethyl orthoformate (II) and dinitroethane (Ve) furnish the tris(acylamino)methanes (XVI) as the major products. -(TERPIGOREV,
📜 SIMILAR VOLUMES
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v