4,4'-Dimethoxybenzil → 5,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione

HRID 889829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 889829
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)=O)=O)=[CH:5][CH:4]=1.[NH2:21][NH:22][C:23]([NH2:25])=[S:24]>C(O)(=O)C.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)=[N:21][NH:22][C:23](=[S:24])[N:25]=2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 2

HCID 710434,4'-DimethoxybenzilHCID 2723789Thiosemicarbazide

Produkt 1

HCID 42600365,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thioneAusbeute 62,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4,4′-dimethoxybenzil (13.6 g, 50 mmol) and 6.06 g of thiosemicarbazide (66.5 mmol) in 50 mL of glacial acetic acid were stirred at room temperature then refluxed overnight. The cooled reaction mixture was diluted with 150 mL of water and filtered. The solids were washed with water and dried. The crude product was heated with 55 mL of ethyl acetate, cooled, filtered and dried to give 10.1 g of 5,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione, mp 228–232° C.

Aufarbeitung

  1. temperaturethen refluxed overnight
  2. customThe cooled reaction mixture
  3. filtrationfiltered
  4. washThe solids were washed with water
  5. customdried
  6. temperatureThe crude product was heated with 55 mL of ethyl acetate
  7. temperaturecooled
  8. filtrationfiltered
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9bb2a2711b9e4eb3bd3644ac0cfcf6b1
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995157B2

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