Potassium thiocyanate → 5-Methyl-2-thiocyanato-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

HRID 1900748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1900748
BrC[CH:3]1[O:17][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[CH:9]=[CH:8]3.[S-:18][C:19]#[N:20].[K+]>CN(C)C=O>[CH3:15][C:13]1[CH:14]=[C:5]2[CH2:4][CH:3]([S:18][C:19]#[N:20])[O:17][C:6]2=[C:7]2[C:12]=1[NH:11][C:10](=[O:16])[CH:9]=[CH:8]2

Komponenten

4

Edukt 2

HCID 516872Potassium thiocyanateHCID 233696452-Bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one

Produkt 1

HCID 233697765-Methyl-2-thiocyanato-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneAusbeute 88,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 2-bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (0.882 g), potassium thiocyanate (2.915 g) and dimethylformamide (40 ml) was stirred in a hot bath at 100° C. for 5 hours. The solvent was distilled off under reduced pressure. The residue was combined with water and extracted with chloroform. The chloroform extract liquid was washed with water, dried and condensed. The residue was crystallized from chloroform--n-hexane to obtain 0.683 g of the title compound as white powder (mp.: 227°-229° C. (dec.)).

Aufarbeitung

  1. distillationThe solvent was distilled off under reduced pressure
  2. extractionextracted with chloroform
  3. extractionThe chloroform extract liquid
  4. washwas washed with water
  5. customdried
  6. customcondensed
  7. customThe residue was crystallized from chloroform

Quellen und Nachweise

ORD-Eintrag
ord-4bfa96b190d2450ab2312c1ced0a2472
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05576324

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