Реакция #607454

ord-f9551806eb7c4743882b19dbd508781e

Уравнение реакции

Nc1c([N+](=O)[O-])cnc2ccccc12
3-nitro-4-aminoquinoline
Nc1cnc2ccccc2c1N
Compound 8
Nc1cnc2ccccc2c1N
3,4-diaminoquinoline

Реактанты

Реагенты

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеwas formed
  2. 2
    Фильтрацияsubsequently filtered over Hyflo
  3. 3
    ДругоеThe filtrate was evaporated
  4. 4
    Другоеdried in vacuum

Методика

Compound 8 was prepared as described elsewhere [Van Galen, P. J. M. et. al. (1991) ibid.]. In brief, to a mixture of 3-nitro-4-aminoquinoline 7 (3.2 g, 20 mmol) in absolute ethanol (60 ml) was added 10% palladium on charcoal (0.17 g). The mixture was hydrogenated under 2.5-3.5 atm pressure till the product was formed and subsequently filtered over Hyflo. The filtrate was evaporated and the residue was gradually solidified and dried in vacuum. Yield: 2.66 g (98%). Mp.: 183-185° C. MS (ESI) m/z 161.0 (M+1)+. 1H NMR (DMSO-d6): δ 4.73 (broad s, 2H, NH2); 5.88 (s, 2H, NH2); 7.16-7.37 (m, 2H, Ar); 7.64-7.70 (m, 1H, Ar); 7.98-8.03 (m, 1H, Ar); 8.22 (s, 1H, Ar).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09326978B2uspto-grants-2016_05