Chloroacetic Acid → Uracil, 5-butyl-6-methyl-

HRID 457375

Reaktionsgleichung

Reaktionsgleichung von HRID 457375
[CH2:1]([C:5]1[C:6](=[O:13])[NH:7][C:8](=S)[NH:9][C:10]=1[CH3:11])[CH2:2][CH2:3][CH3:4].ClCC(O)=[O:17]>>[CH2:1]([C:5]1[C:6](=[O:13])[NH:7][C:8](=[O:17])[NH:9][C:10]=1[CH3:11])[CH2:2][CH2:3][CH3:4]

Komponenten

3

Edukt 2

HCID 300Chloroacetic AcidHCID 27256805-Butyl-6-methyl-2-thiouracil

Produkt 1

HCID 207254Uracil, 5-butyl-6-methyl-

Versuchsvorschrift

A suspension of 5-butyl-6-methyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one in 10% aqueous chloroacetic acid (100 mL) is stirred at reflux for 3 hours and then allowed to cool to room temperature. The suspension is cooled in an ice bath for a few minutes and then filtered. The solid is thoroughly washed with H2O and dried, yielding pure 5-butyl-6-methyl-1H-pyrimidine-2,4-dione as a white solid. 1H NMR (DMSO-d6, 300 MHz) δ 10.86 (br s, 1H), 10.57 (br s, 1H), 2.17 (m, 2H), 2.01 (s, 3H), 1.25 (m, 4H), 0.85 (t, J=6.9 Hz, 3H) ppm. MS: m/z 183 [M+1 ].

Aufarbeitung

  1. temperatureat reflux for 3 hours
  2. temperatureThe suspension is cooled in an ice bath for a few minutes
  3. filtrationfiltered
  4. washThe solid is thoroughly washed with H2O
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f0ca7550a22e441084092a3de816199f
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186734B2

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