Sulfuric Acid → HCID 86624445, Verbindung

HRID 729604

Reaktionsgleichung

Reaktionsgleichung von HRID 729604
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[NH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][N:8]=1.[N+:17]([O-])([O-:19])=[O:18].[K+]>O>[NH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([N+:17]([O-:19])=[O:18])=[CH:9][N:8]=1.[OH:4][S:1]([OH:5])(=[O:3])=[O:2]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 737421-Isoquinolinamine

Produkt 1

HCID 86624445HCID 86624445, VerbindungAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Cool sulfuric acid (900 mL) to 5° C. using an ice/acetone bath, then add 1-aminoisoquinoline (208.8 g, 1448 mmol) over 45 min keeping the internal temperature of the mixture <20° C. Cool the dark mixture to 0° C. under nitrogen with mechanical stirring then treat with KNO3 (149.4 g, 1477 mmol) in portions over 45 min keeping the reaction mixture's temperature <10° C. Stir the mixture for 2 hours while warming to 15° C. Pour the mixture into water/ice (3 kg) then dilute with additional water (6 L). Stir the slurry for 45 min then filter. Wash the cake with water (6×1.5 L). Partially dry the golden material by air overnight then place in a vacuum oven (50-55° C., ca. 10 torr, nitrogen bleed, 24 h) to afford 1-amino-4-nitroisoquinoline H2SO4 (256.8 g, 62% yield). (ES+): m/z 190 (M++H).

Aufarbeitung

  1. customthe internal temperature of the mixture <20° C
  2. customthe reaction mixture's temperature <10° C
  3. stirringStir the mixture for 2 hours
  4. temperaturewhile warming to 15° C
  5. stirringStir the slurry for 45 min
  6. filtrationthen filter
  7. washWash the cake with water (6×1.5 L)
  8. customPartially dry the golden material by air overnight
  9. customthen place in a vacuum oven (50-55° C., ca. 10 torr, nitrogen bleed, 24 h)

Quellen und Nachweise

ORD-Eintrag
ord-ed36d7f4cb9047e98b28d71a454253ee
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582638B2

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