Ethyl Bromide → 3-ethyl-1-(4-nitrophenyl)-2,4(1H,3H)-pyrimidinedione

HRID 2106764

Reaktionsgleichung

Reaktionsgleichung von HRID 2106764
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:15]=[CH:14][C:13](=[O:16])[NH:12][C:11]2=[O:17])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[K+].Br[CH2:21][CH3:22]>CN(C)C(=O)C>[CH2:21]([N:12]1[C:13](=[O:16])[CH:14]=[CH:15][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[C:11]1=[O:17])[CH3:22]

Komponenten

5

Edukt 3

HCID 6332Ethyl BromideHCID 14797Potassium HydroxideHCID 112763381-(4-Nitrophenyl)pyrimidine-2,4-dione

Produkt 1

HCID 151254793-ethyl-1-(4-nitrophenyl)-2,4(1H,3H)-pyrimidinedioneAusbeute 65,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A mixture of 3 parts of 1-(4-nitrophenyl)-2,4(1H,3H)-pyrimidinedione, 1,4 parts of potassium hydroxide and 67.5 parts of N,N-dimethylacetamide was stirred for 1 hour at room temperature under nitrogen atmosphere. 1.52 Parts of bromoethane were added and stirring was continued overnight at room temperature. The reaction mixture was poured into 100 parts of ice water. The product was filtered off and stirred in methanol. The product was filtered off and dried in vacuo at 60° C., yielding 2.4 parts (65.6%) of 3-ethyl-1-(4-nitro-phenyl)-2,4(1H,3H)-pyrimidinedione; mp. 182.5° C. (int. 24).

Aufarbeitung

  1. stirringstirring
  2. waitwas continued overnight at room temperature
  3. filtrationThe product was filtered off
  4. stirringstirred in methanol
  5. filtrationThe product was filtered off
  6. customdried in vacuo at 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-d072a9a384e947f2a9bfee02dda21a87
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04931444

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