Potassium Carbonate → 1,2,3,4-Tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-5-(thien-2-ylthio)-thieno[2,3-d]pyrimidine-6-carboxaldehyde

HRID 379595Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 379595
Cl[C:2]1[C:10]2[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:5]=2[S:4][C:3]=1[CH:18]=[O:19].C(=O)([O-])[O-].[K+].[K+].[S:26]1[CH:30]=[CH:29][CH:28]=[C:27]1[SH:31]>CC(C)=O>[CH3:12][N:8]1[C:9](=[O:11])[C:10]2[C:2]([S:31][C:27]3[S:26][CH:30]=[CH:29][CH:28]=3)=[C:3]([CH:18]=[O:19])[S:4][C:5]=2[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:7]1=[O:13]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 5226742-ThiophenethiolHCID 183666245-Chloro-1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-thieno[2,3-d]pyrimidine-6-carboxaldehyde

Produkt 1

HCID 183665901,2,3,4-Tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-5-(thien-2-ylthio)-thieno[2,3-d]pyrimidine-6-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 5-chloro-1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-thieno[2,3-d]pyrimidine-6-carboxaldehyde in acetone (30 ml) was added potassium carbonate (0.402 g) followed by 2-thiophene thiol (0.337 g). The reaction was stirred for 24 hours under nitrogen. The acetone was evaporated and the resulting residue was partitioned between ethyl acetate and water (1:1, 50 ml in total). The aqueous phase was extracted twice with ethyl acetate (25 ml) The organic extracts were washed with brine, then dried over magnesium sulfate, filtered and evaporated to leave a brown oil. This oil was triturated with diethyl ether to give the subtitle compound as a pale brown solid (0.528 g).

Aufarbeitung

  1. customThe acetone was evaporated
  2. customthe resulting residue was partitioned between ethyl acetate and water (1:1, 50 ml in total)
  3. extractionThe aqueous phase was extracted twice with ethyl acetate (25 ml) The organic extracts
  4. washwere washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customto leave a brown oil
  9. customThis oil was triturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-1abd861ae7a4454e920711dcf3e83dc4
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06300334B1

Notizen zur Reaktion

Wird geladen…