Hydrochloric Acid → Zofran

HRID 231121

Reaktionsgleichung

Reaktionsgleichung von HRID 231121
[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 (18.3g) in a hot mixture of isopropanol (90ml) and water (18.3ml) was treated with concentrated hydrochloric acid (6.25ml). The hot mixture was filtered and the filtrate diluted with isopropanol (90ml) and stirred at room temperature for 17h, cooled to 2° and the solid filtered off (21.6g). A sample (6g) was recrystallized from a mixture of water (6ml) and isopropanol (10ml) to give the title compound as a white crystalline solid (6g) m.p. 178.5°-179.5°.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-3e71abda3ab1431d9a642e5adc343763
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04845115

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