Hydrochloric Acid → N-(2-Cyano-4-oxo-4H-chromen-8-yl)-4-(4-phenylbutoxy)benzamide

HRID 2258283Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2258283
C(C1C=CC(C)=NC=1)C.[C:10]1([CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:43]=[CH:42][C:24]([C:25]([NH:27][C:28]3[C:37]4[O:36][C:35]([C:38](=O)[NH2:39])=[CH:34][C:33](=[O:41])[C:32]=4[CH:31]=[CH:30][CH:29]=3)=[O:26])=[CH:23][CH:22]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl>C1(C)C=CC=CC=1>[C:10]1([CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:22]=[CH:23][C:24]([C:25]([NH:27][C:28]3[C:37]4[O:36][C:35]([C:38]#[N:39])=[CH:34][C:33](=[O:41])[C:32]=4[CH:31]=[CH:30][CH:29]=3)=[O:26])=[CH:42][CH:43]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 77285-Ethyl-2-methylpyridineHCID 10895736Pranlukast Chromene Carboxamide Impurity

Produkt 1

HCID 9911011N-(2-Cyano-4-oxo-4H-chromen-8-yl)-4-(4-phenylbutoxy)benzamideAusbeute 87,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a mixture containing 50 g of 5-ethyl-2-methylpyridine and 50 g of toluene was added 10 g of 8-[4-(4-phenyl-1-butoxy)benzoyl]amino-2-carbamoyl-4-oxo-4H-benzopyran, and the reaction was allowed to proceed at 60° C. for 6 hours. After completion of the reaction, 400 ml of 4N hydrochloric acid was added, and the mixture was extracted with 400 ml of toluene. The extract was washed with diluted hydrochloric acid, water and aqueous sodium hydrogencarbonate, and the organic layer was concentrated under reduced pressure, which afforded 8.4 g of 8-[4-(4-phenyl-1-butoxy) benzoyl]amino-2-cyano-4-oxo-4H-benzopyran as a pale brown product (yield 88%).

Aufarbeitung

  1. additionwas added
  2. extractionthe mixture was extracted with 400 ml of toluene
  3. washThe extract was washed with diluted hydrochloric acid, water and aqueous sodium hydrogencarbonate
  4. concentrationthe organic layer was concentrated under reduced pressure, which

Quellen und Nachweise

ORD-Eintrag
ord-d42e5dac722a4ca1bae042f08d3b7255
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05659051

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