Nitric Acid → 5-Nitroisoquinoline-1-carboxylic acid

HRID 1181428

Reaktionsgleichung

Reaktionsgleichung von HRID 1181428
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[N+:14]([O-])([OH:16])=[O:15]>S(=O)(=O)(O)O>[N+:14]([C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH:4]=[CH:3][N:2]=[C:1]2[C:11]([OH:13])=[O:12])([O-:16])=[O:15]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 68092Isoquinoline-1-carboxylic acid

Produkt 1

HCID 2856465-Nitroisoquinoline-1-carboxylic acidAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Isoquinoline-1-carboxylic acid (3.98 g, 23.0 mmol) was dissolved in conc. sulfuric acid (16 ml) at 0° C. A mixture of conc. sulfuric acid (5 ml) and fuming nitric acid (5 ml) was added over 10 min. and the reaction stirred for a further 1 h at 0° C., then poured into ice-water (400 ml). The solid was collected by filtration, then washed with water (100 ml), ethanol (100 ml) and ether (100 ml), then dried under vacuum to give the title compound (4.1 g, 82%).

Aufarbeitung

  1. additionwas added over 10 min.
  2. filtrationThe solid was collected by filtration
  3. washwashed with water (100 ml), ethanol (100 ml) and ether (100 ml)
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5a14113c17d045dfa70c11d5175d45d3
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07285563B2

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