Trichloroacetyl isocyanate → 7-Methylthieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

HRID 1773513

Reaktionsgleichung

Reaktionsgleichung von HRID 1773513
Cl[C:2](Cl)(Cl)[C:3]([N:5]=[C:6]=[O:7])=[O:4].[NH2:10][C:11]1[C:15]([CH3:16])=[CH:14][S:13]C=1C(OC)=O>C(#N)C>[CH3:16][C:15]1[C:11]2[NH:10][C:6](=[O:7])[NH:5][C:3](=[O:4])[C:2]=2[S:13][CH:14]=1

Komponenten

4

Edukt 2

HCID 76400Trichloroacetyl isocyanateHCID 123584Methyl 3-amino-4-methylthiophene-2-carboxylate

Produkt 1

HCID 103523177-Methylthieno[3,2-d]pyrimidine-2,4(1H,3H)-dioneAusbeute 57,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Trichloroacetyl isocyanate (2.0 g) was added to a solution of methyl 3-amino-4-methylthiophene-2-carboxylate (1.3 g) in acetonitrile (10 mL) and the resulting mixture was stirred for 15 minutes. The solid, which crashed out, was collected by filtration and suspended in methanol (5 mL), a solution of ammonia in methanol (7 M, 5 mL) was then added and the resulting mixture was heated at 70° C. for 15 minutes. The reaction mixture was cooled, the solid formed was collected by filtration, dried under reduced pressure to give 0.8 g of 7-methyl-1H-thieno[3,2-d]pyrimidine-2,4-dione.

Aufarbeitung

  1. filtrationwas collected by filtration
  2. additiona solution of ammonia in methanol (7 M, 5 mL) was then added
  3. temperatureThe reaction mixture was cooled
  4. customthe solid formed
  5. filtrationwas collected by filtration
  6. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-218b4a2c57344b62b9fb03efb34e62c9
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09255110B2

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