Water → 1-Bromo-5-nitroisoquinoline

HRID 1722585

Reaktionsgleichung

Reaktionsgleichung von HRID 1722585
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[N+:12]([O-])([O-:14])=[O:13].[K+].O.C([O-])(O)=O.[Na+]>OS(O)(=O)=O.CCOC(C)=O>[Br:1][C:2]1[C:11]2[C:6](=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 24434Potassium NitrateHCID 516892Sodium BicarbonateHCID 6409631-Bromoisoquinoline

Produkt 1

HCID 146170051-Bromo-5-nitroisoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The starting material was prepared by reactio of 1-bromoisoquinoline in concentrated H2SO4 at 0° with KNO3. The reaction mixture was worked up with water, NaHCO3 and EtOAc to give 1-bromo-5-nitro isoquinoline, m.p. 187°-8°. Reaction of this compound with trimethyloxonium tetrafluoroborate in CH2Cl2 gave impure 1-bromo-2-methyl-5-nitroisoquinolinium tetrafluoroborate which was used as such. n.m.r. in solvent A:-3.5(s, 3H); 7.7-8.7(m, 5H).

Quellen und Nachweise

ORD-Eintrag
ord-e92c7e54245c484898568b3d1d94b3d3
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04855420

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