2-Cyanobenzeneacetonitrile → 1-Bromoisoquinolin-3-amine

HRID 1251270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1251270
[C:1]([CH2:3][C:4]1[C:5]([C:10]#[N:11])=[CH:6][CH:7]=[CH:8][CH:9]=1)#[N:2].[BrH:12].C([O-])(=O)C>C(O)(=O)C>[NH2:2][C:1]1[N:11]=[C:10]([Br:12])[C:5]2[C:4]([CH:3]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Komponenten

4

Edukt 2

HCID 773682-CyanobenzeneacetonitrileHCID 20344520Hydrogen bromide acetate

Produkt 1

HCID 2898451-Bromoisoquinolin-3-amineAusbeute 90,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a suspension of α-cyanotolunitrile (20.0 g) in acetic acid (50 ml) was added 25% hydrogen bromide/acetate solution (150 ml), and the mixture was reacted at room temperature overnight. The resulting precipitates were collected by filtration and then added to a 10% aqueous solution of potassium carbonate. The yellow powder was changed to a pale yellow powder. The resulting powder was collected by filtration, washed with water and hexane, and dried at 50° C. under reduced pressure, to give 3-amino-1-bromoisoquinoline (28.5 g; 90.8%).

Aufarbeitung

  1. customthe mixture was reacted at room temperature overnight
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. additionadded to a 10% aqueous solution of potassium carbonate
  5. filtrationThe resulting powder was collected by filtration
  6. washwashed with water and hexane
  7. customdried at 50° C. under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e521d2a2bb174d2ea0b657d5c4b5633c
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06340759B1

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