Hydrochloric Acid → Zofran

HRID 1264454

Reaktionsgleichung

Reaktionsgleichung von HRID 1264454
[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:15][N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH3:21])[C:10](=[O:22])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.C([OH:26])(C)C.[ClH:27]>O>[OH2:22].[OH2:26].[ClH:27].[CH3:1][N:2]1[C:14]2[CH2:13][CH2:12][CH:11]([CH2:15][N:16]3[CH:20]=[CH:19][N:18]=[C:17]3[CH3:21])[C:10](=[O:22])[C:9]=2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 4595Ondansetron

Produkt 1

HCID 59774Zofran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

1,2,3,9-Tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one (18.3 g) in a hot mixture of isopropanol (90 ml) and water (18.3 ml) was treated with concentrated hydrochloric acid (6.25 ml). The hot mixture was filtered and the filtrate diluted with isopropanol (90 ml) and stirred at room temperature for 17 h, cooled to 20 and the solid filtered off (21.6 g). A sample (6 g) was recrystallised from a mixture of water (6 ml) and isopropanol (10 ml) to give the title compound as a white crystalline solid (6 g) m.p. 178.5-179.50.

Aufarbeitung

  1. filtrationThe hot mixture was filtered
  2. additionthe filtrate diluted with isopropanol (90 ml)
  3. temperaturecooled to 20
  4. filtrationthe solid filtered off (21.6 g)
  5. customA sample (6 g) was recrystallised from a mixture of water (6 ml) and isopropanol (10 ml)

Quellen und Nachweise

ORD-Eintrag
ord-ffd335555ade4c15a3fc512680e380c1
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06544550B1

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