N-bromobutanimide → 6-Bromo-2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

HRID 1521651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521651
[O:1]=[C:2]1[CH2:11][CH2:10][C:9]2[C:8]([C:12]#[N:13])=[CH:7][CH:6]=[CH:5][C:4]=2[NH:3]1.[Br:14]N1C(=O)CCC1=O>CN(C)C=O>[Br:14][C:7]1[CH:6]=[CH:5][C:4]2[NH:3][C:2](=[O:1])[CH2:11][CH2:10][C:9]=2[C:8]=1[C:12]#[N:13]

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 665969262-Oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

Produkt 1

HCID 709774556-Bromo-2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (145-1; 1.5 g, 0.0087 mol) in N,N-dimethylformamide (10 mL) was added N-bromosuccinimide (1.8 g, 0.01046 mol) portion wise at 0° C. Reaction mixture was allowed to stir at room temperature for 12 h. It was concentrated and diluted with ice cold water (100 mL) with constant stirring; the solid residue obtained was filtered and dried to obtain the title compound. MS (M+1): 251.2.

Aufarbeitung

  1. customReaction mixture
  2. concentrationIt was concentrated
  3. additiondiluted with ice cold water (100 mL) with constant stirring
  4. customthe solid residue obtained
  5. filtrationwas filtered
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d5c8284b8c6047dc81e845e1645b92ae
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073929B2

Notizen zur Reaktion

Wird geladen…