Thiourea → 5-(Pyrimid-5-ylmethyl)-2-thiouracil

HRID 967026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 967026
[Na].[NH2:2][C:3]([NH2:5])=[S:4].[CH:6]([CH:8]([CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[N:19][CH:20]=1)[C:9](OCC)=O)=[O:7]>C(O)C>[N:17]1[CH:16]=[C:15]([CH2:14][C:8]2[C:6](=[O:7])[NH:2][C:3](=[S:4])[NH:5][CH:9]=2)[CH:20]=[N:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 2723790ThioureaHCID 5360545SodiumHCID 21936283Ethyl 2-formyl-3-(5-pyrimidyl)propionate

Produkt 1

HCID 109660395-(Pyrimid-5-ylmethyl)-2-thiouracilAusbeute 33,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Sodium (0.25 g) was dissolved in ethanol (5 ml), thiourea (0.77 g) added, and the mixture stirred under reflux for 1 hour. A solution of ethyl 2-formyl-3-(5-pyrimidyl)propionate (1.99 g) in ethanol (5 ml) was added slowly, and reflux continued for 18 hours. The solvent was evaporated, and the residue taken up in water and washed with dichloromethane. The aqueous solution was acidified to pH 5, and the precipitate filtered off, washed with water and dried to obtain 5-(pyrimid-5-ylmethyl)-2-thiouracil (0.71 g). 1H-NMR (d6-DMSO) δ3.58 (2H,s), 7.54 (1H,s), 8.70 (2H,s) and 9.02 (1H,s). MPt 265-6° C.

Aufarbeitung

  1. temperatureunder reflux for 1 hour
  2. temperaturereflux
  3. customThe solvent was evaporated
  4. washwashed with dichloromethane
  5. filtrationthe precipitate filtered off
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-03bc384f19014d45bf29f0edc9e8d8cf
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06953803B1

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