Acetamidine monohydrochloride → 2-methyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

HRID 910181Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 910181
C(O[C:4]([C:6]1[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][S:8][C:7]=1[NH2:17])=[O:5])C.Cl.[C:19](N)(=[NH:21])[CH3:20]>C(O)C>[CH3:20][C:19]1[NH:21][C:4](=[O:5])[C:6]2[C:10]([C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)=[CH:9][S:8][C:7]=2[N:17]=1

Komponenten

4

Edukt 2

HCID 67170Acetamidine monohydrochlorideHCID 73242Ethyl 2-amino-4-phenylthiophene-3-carboxylate

Produkt 1

HCID 7145082-methyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A stirred mixture of 2-amino-4-phenylthiophene-3-carboxylic acid ethyl ester (350.43 g, 1.54 mol), acetamidine hydrochloride (725.13 g, 7.676 mol) and ethanol (1500 ml) was heated under reflux for 18 hours then allowed to cool to ambient temperature. The resulting solid was collected by filtration, washed with a little cold ethanol, then crystallised from ethanol to give 2-Methyl-5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one as a yellow solid which was used without further purification.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with a little cold ethanol
  5. customcrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-624b045e321143bb8448e982aa252e24
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022076B2

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