Chloroacetic Acid → 5,6-Dimethyluracil

HRID 63094

Reaktionsgleichung

Reaktionsgleichung von HRID 63094
[CH3:1][C:2]1[C:3](=[O:10])[NH:4][C:5](=S)[NH:6][C:7]=1[CH3:8].ClCC(O)=[O:14]>O>[CH3:1][C:2]1[C:3](=[O:10])[NH:4][C:5](=[O:14])[NH:6][C:7]=1[CH3:8]

Komponenten

4

Edukt 2

HCID 300Chloroacetic AcidHCID 27362495,6-Dimethyl-2-thiouracil

Produkt 1

HCID 960315,6-DimethyluracilAusbeute 81,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 5,6-dimethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (14.4 g, 0.09 mol, Step A) and chloroacetic acid (100.0 g, 1.06 mol) in water (43 mL) was refluxed overnight, cooled down to ambient temperature and quenched with water (500 mL). The formed precipitate was collected by filtration and dried to yield 10.3 g (79.7%) of the titled compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.70 (s, 3H) 2.02 (s, 3H) 10.56 (s, 1H) 10.86 (s, 1H).

Aufarbeitung

  1. customquenched with water (500 mL)
  2. filtrationThe formed precipitate was collected by filtration
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1cf59a9992694d7bb67f93f1ff275d11
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447051B2

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