Ethyl cyanoacetate → 6-Amino-2-isopropylpyrimidin-4-ol

HRID 1288284Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288284
[Na].[C:2]([CH2:4][C:5](OCC)=[O:6])#[N:3].S(O)(O)(=O)=O.[C:15]([NH2:20])(=[NH:19])[CH:16]([CH3:18])[CH3:17]>C(O)C>[NH2:3][C:2]1[N:19]=[C:15]([CH:16]([CH3:18])[CH3:17])[NH:20][C:5](=[O:6])[CH:4]=1

Komponenten

5

Edukt 3

HCID 7764Ethyl cyanoacetateHCID 5360545SodiumHCID 86734093Isobutyramidine sulphate

Produkt 1

HCID 1355966346-Amino-2-isopropylpyrimidin-4-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of sodium (1.15 g.) in dry ethanol (20 ml.) was added ethyl cyanoacetate (1.8 ml.) followed after 15 minutes by isobutyramidine sulphate (2.25 g.). The mixture was refluxed for 20 hours, evaporated to dryness, the residue triturated with water (30 ml.) and the pH adjusted to 6 by the addition of hydrochloric acid. After cooling to 0° C, 4-amino-2-isopropylpyrimid-6-one (1.7 g.), m.p. 248°-250° C, was filtered off and recrystallised from ethanol to give 4-amino-2-isopropylpyrimid-6-one (0.95 g.), m.p. 254° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 20 hours
  2. customevaporated to dryness
  3. customthe residue triturated with water (30 ml.)
  4. additionthe pH adjusted to 6 by the addition of hydrochloric acid
  5. filtration4-amino-2-isopropylpyrimid-6-one (1.7 g.), m.p. 248°-250° C, was filtered off
  6. customrecrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-dd17df74aff640109d96d6f23b2b97c4
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987160

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