Alkylnitrogen Compounds: Compounds with NN, NP, NAs, NSb, NBi, NSi, NGe, NB and NMetal Functional Groups

Chemistry of Hydrazinoalcohols and their Heterocyclic Derivatives. Part 1. Synthesis of Hydrazinoalcohols

“…Although recent reviews on substituted hydrazines [4][5][6] afford data on the hydroxyalkyl derivatives, the surveys published so far on the hydrazinoalcohols have been restricted to the synthetic applications of (S)-and (R)-1-amino-2-methoxymethylpyrrolidine (SAMP and RAMP) [7].…”

Isoquinoline-catalyzed addition of 2-bromo-1-aryl-1-ethanone to dialkyl azodicarboxylate: synthesis of trialkyl 2-[(1E)-N-(alkoxycarbonyl)-2-aryl-2-oxoethanehydrazonoyl]hydrazine-1,1,2-tricarboxylate

“…It was cooled overnight and the precipitated solid formed was recrystallized from ethanol to obtain the pure product as yellow crystals (87%); m.p. : 122-124 °C; IR (KBr) " m = 3,238, 2,937, 1,766, 1,730, 1,704, 1,681, 1,598, 1,481, 1,409, 1,367, 1,305, 1,232, 1,100, 1,020 cm -1 ; 1 H NMR (500.1 MHz, CDCl 2), 417 (6), 350 (6), 308 (4), 290 (5), 266 (9), 222 (17), 204 (20), 191 (8), 178 (25), 161 (15), 132 (17), 105 (100).…”

“…Monosubstituted hydrazines can be prepared by hydrazine alkylation, by reducing C=N bonds of hydrazones, or by direct amination and amination via diaziridines [16,17]. 1,1-and 1,2-disubstituted hydrazines can be prepared by alkylation of free or suitably substituted hydrazines or via the reduction of N-nitroso secondary amines or hydrazones and hydrazides.…”

“…Tri-and tetrasubstituted hydrazines are also prepared by similar alkylation and reduction processes. However, the alkylation of hydrazines is difficult to control and generally produces mixtures containing higher alkylated products [16,17].…”

“…,81 Br, 3), 600 (M ? ,79 Br, 3), 500 (3), 457(1), 443(1), 430(7), 417(20), 344(20), 300(20), 284(27), 256(29), 212(20), 185 (100), 155(17), 106(27).…”