Potassium Carbonate → Ethyl (3-amino-6,8-dioxo-7-propyl-4H,6H-pyrimido[6,1-b][1,3]thiazine-2-yl)carboxylate

HRID 1090652Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090652
Cl[C:2]1[N:7]([CH2:8][C:9]#[N:10])[C:6](=[O:11])[N:5]([CH2:12][CH2:13][CH3:14])[C:4](=[O:15])[CH:3]=1.[C:16]([O:20][CH2:21][CH3:22])(=[O:19])[CH2:17][SH:18].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:10][C:9]1[CH2:8][N:7]2[C:6](=[O:11])[N:5]([CH2:12][CH2:13][CH3:14])[C:4](=[O:15])[CH:3]=[C:2]2[S:18][C:17]=1[C:16]([O:20][CH2:21][CH3:22])=[O:19]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 12185Ethyl ThioglycolateHCID 150275436-Chloro-1-cyanomethyl-3-propylpyrimidine-2,4(1H,3H)-dione

Produkt 1

HCID 15027666Ethyl (3-amino-6,8-dioxo-7-propyl-4H,6H-pyrimido[6,1-b][1,3]thiazine-2-yl)carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 6-chloro-1-cyanomethyl-3-propylpyrimidine-2,4(1H,3H)-dione (1.5 g), ethyl thioglycolate (0.88 g) and potassium carbonate (1 g) in ethanol (30 ml) was refluxed for 15 hours. The reaction solution was concentrated to dryness, and the resulting residue was purified by column chlomatography on silica gel. The resulting crude crystals were recrystalized from ethyl acetate-hexane to give colorless plates (0.23 g, 11%).

Aufarbeitung

  1. concentrationThe reaction solution was concentrated to dryness
  2. customthe resulting residue was purified by column chlomatography on silica gel
  3. customThe resulting crude crystals were recrystalized from ethyl acetate-hexane
  4. customto give colorless plates (0.23 g, 11%)

Quellen und Nachweise

ORD-Eintrag
ord-c0539ff182a64942881b864be5abe4e6
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05082838

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