Dimethylformamide → HCID 19800031, Verbindung

HRID 1646871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1646871
Br[C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][C:14]1([OH:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)=[CH:9][CH:8]=[CH:7][CH:6]=2.CC(C)([O-])C.[K+].CN(C=O)C>O>[N:12]1[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[O:20][C:14]2([CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:13]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 14209243HCID 14209243, VerbindungHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 19800031HCID 19800031, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of 5.5 g of 3-bromo-N-(1-hydroxycyclohexylmethyl)-4-quinolinamine, 2.2 g of potassium tert-butoxide and 50 ml of DMF was heated at 130° C. for 1 hour and then poured into 250 ml of water. The product was extracted with dichloromethane and ethyl acetate, dried and concentrated, and the residue was purifed by HPLC using dichloromethane:MeOH=95:5 as the eluent. The fractions containing the product were combined and concentrated. The residue was taken up in water and stirred for 1 hour, and the solid was filtered and recrystallized from toluene. The yield was 2.6 g, mp 164°-165° C.

Aufarbeitung

  1. extractionThe product was extracted with dichloromethane and ethyl acetate
  2. customdried
  3. concentrationconcentrated
  4. additionThe fractions containing the product
  5. concentrationconcentrated
  6. filtrationthe solid was filtered
  7. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-9e7f6e2fb44e4ca8aa676b47b60a3cfc
Quelldatensatz
uspto-grants-1993_01
Patentnummer
US05182275

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