Phosphorus oxychloride → Ethyl 4-chloro-2-ethylpyrimidine-5-carboxylate

HRID 1413436Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1413436
P(Cl)(Cl)([Cl:3])=O.[CH2:6]([O:8][C:9]([C:11]1[C:12](O)=[N:13][C:14]([CH2:17][CH3:18])=[N:15][CH:16]=1)=[O:10])[CH3:7]>C(N(CC)CC)C>[CH2:6]([O:8][C:9]([C:11]1[C:12]([Cl:3])=[N:13][C:14]([CH2:17][CH3:18])=[N:15][CH:16]=1)=[O:10])[CH3:7]

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 178469771HCID 178469771, Verbindung

Produkt 1

HCID 12363083Ethyl 4-chloro-2-ethylpyrimidine-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

7.5 ml of triethylamine were slowly introduced into 300 ml of phosphorous oxychloride cooled to 0° C., then were added 30 g of 5-ethoxycarbonyl 4-hydroxy 2-ethyl pyrimidine (VII) prepared in the preceding stage and the suspension was brought up to 40° C. under nitrogen scavenging. After dissolution, the phosphorous oxychloride was evaporated and the residue diluted in a mixture of water and chloroform. This was decanted, the chloroform phase was twice washed with water, dried on sodium sulfate and the solvent evaporated. The raw product obtained, after checking the purity by thin layer chromatography, was reacted in the following stage 3.

Aufarbeitung

  1. customprepared in the preceding stage
  2. customwas brought up to 40° C. under nitrogen scavenging
  3. dissolutionAfter dissolution
  4. customthe phosphorous oxychloride was evaporated
  5. additionthe residue diluted in a mixture of water and chloroform
  6. customThis was decanted
  7. washthe chloroform phase was twice washed with water
  8. customdried on sodium sulfate
  9. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ffd9be3dd206450d9b6d8d96b70394b1
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04250178

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