Water → 5-aminoisoquinolin-1(2H)-one

HRID 1444392Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1444392
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][NH:8][C:9]2=[O:14])([O-])=O.[Cl-].[NH4+].O>C(O)C.O1CCCC1.[Zn]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][NH:8][C:9]2=[O:14]

Komponenten

7

Edukt 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 2313785-Nitro-1,2-dihydroisoquinolin-1-one

Produkt 1

HCID 20725-aminoisoquinolin-1(2H)-oneAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

268.3 mg (1.51 mmol) of 5-nitroisoquinolin-1(2H)-one is added with 376.5 mg of ammonium chloride and 2.6 ml of water in 14 ml of ethanol and 5.4 ml of tetrahydrofuran. After addition in portions of 1.23 g of zinc powder (heating to 30 to 35° C.), it is stirred for two hours. The reaction mixture is suctioned off through a glass-fiber filter and rewashed with ethyl acetate. After the filtrate is washed with water and saturated sodium chloride solution, the organic phase is dried as usual. Filtering off the desiccant and spinning off the solvent produce 196.5 mg (88.1%) of the desired amine.

Aufarbeitung

  1. filtrationfilter
  2. washAfter the filtrate is washed with water and saturated sodium chloride solution
  3. customthe organic phase is dried as usual
  4. filtrationFiltering off the desiccant and

Quellen und Nachweise

ORD-Eintrag
ord-dec0b00f455b4dfaabd2a08329f70955
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07662821B2

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