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Ethanol → 2-[-5,6-Dimethoxy-2-1H-benzimidazolylthio]-4-methoxy benzenamine

HRID 1199461
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1199461
[CH3:1][O:2][C:3]1[C:23]([O:24][CH3:25])=[CH:22][C:6]2[NH:7][C:8]([S:10][C:11]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:12]=3[N+:19]([O-])=O)=[N:9][C:5]=2[CH:4]=1.[Cl-].[NH4+].C(O)C.O>[Fe].CCOCC>[CH3:1][O:2][C:3]1[C:23]([O:24][CH3:25])=[CH:22][C:6]2[NH:7][C:8]([S:10][C:11]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:12]=3[NH2:19])=[N:9][C:5]=2[CH:4]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 198667335,6-Dimethoxy-2-(5-methoxy-2-nitrophenylthio)-1H-benzimidazole

Produkt 1

HCID 198667012-[-5,6-Dimethoxy-2-1H-benzimidazolylthio]-4-methoxy benzenamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925
Iron
Katalysator
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

The product of step (a) above (6.3 g), iron powder (6.3 g) and ammonium chloride (6.3 g) were stirred together with ethanol (63 ml) and water (120 ml) and heated under reflux for 1 hour. The hot mixture was filtered and the residue washed with hot ethyl acetate (500 ml). The combined filtrates were separated and the aqueous phase extracted with ethyl acetate. The combined ethyl acetate extracts were washed with water and brine, then dried and evaporated to leave a foam. Upon trituration with ether the sub-title compound was formed as a grey solid, MS MW bp 331.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. filtrationThe hot mixture was filtered
  4. washthe residue washed with hot ethyl acetate (500 ml)
  5. customThe combined filtrates were separated
  6. extractionthe aqueous phase extracted with ethyl acetate
  7. washThe combined ethyl acetate extracts were washed with water and brine
  8. customdried
  9. customevaporated
  10. customto leave a foam

Quellen und Nachweise

ORD-Eintrag
ord-0b4a3e604c3a49be8057c4f868650ba0
Quelldatensatz
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04900751

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