Dichloromethane → 3-Acetylamino-5-amino-8-chloro-2,3-dihydroquinoline-4-one

HRID 1683493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1683493
[NH2:1][CH:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([Cl:14])[CH:7]=[CH:8][C:9]=2[NH2:13])[NH:4][CH2:3]1.ClCCl.C1C[O:21][CH2:20][CH2:19]1.C(OC(=O)C)(=O)C>N1C=CC=CC=1>[C:20]([NH:1][CH:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([Cl:14])[CH:7]=[CH:8][C:9]=2[NH2:13])[NH:4][CH2:3]1)(=[O:21])[CH3:19]

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 224495153,5-Diamino-8-chloro-2,3-dihydro-quinoline-4-one

Produkt 1

HCID 224495543-Acetylamino-5-amino-8-chloro-2,3-dihydroquinoline-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

260 mg of the compound prepared in (3) above was dissolved into a mixed solvent of 5 ml of dichloromethane and 5 ml of THF. To this solution were added 0.16 ml of pyridine and 0.13 ml of acetic anhydride while stirring under ice cooling, and the mixture was stirred for 20 minutes. The reaction product was concentrated, and after the addition of chloroform, the residue was washed with saturated sodium bicarbonate and saturated brine, and dried over anhydrous sodium sulfate. The product was concentrated and the residue was charged into ether and petroleum ether in to produce 287 mg powder of the title compound.

Aufarbeitung

  1. stirringthe mixture was stirred for 20 minutes
  2. concentrationThe reaction product was concentrated
  3. additionafter the addition of chloroform
  4. washthe residue was washed with saturated sodium bicarbonate and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationThe product was concentrated
  7. additionthe residue was charged into ether and petroleum ether in

Quellen und Nachweise

ORD-Eintrag
ord-5422f91076ff4108a2e24140e503718c
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05637770

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