Sodium ethoxide → 2-Ethoxy-4-isopropylamino-thieno[3,4-d]pyrimidine

HRID 1579428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1579428
Cl[C:2]1[N:3]=[C:4]([NH:11][CH:12]([CH3:14])[CH3:13])[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1.[CH3:15][CH2:16][O-:17].[Na+]>C(O)C>[CH2:16]([O:17][C:2]1[N:3]=[C:4]([NH:11][CH:12]([CH3:14])[CH3:13])[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1)[CH3:15]

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 215684292-Chloro-4-isopropylamino-thieno[3,4-d]pyrimidine

Produkt 1

HCID 215684412-Ethoxy-4-isopropylamino-thieno[3,4-d]pyrimidineAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 4.5 g (0.02 mole) of 2-chloro-4-isopropylamino-thieno[3,4-d]pyrimidine and 0.02 mole sodium ethylate in 200 ml absolute ethyl alcohol is heated in an autoclave at 120°C. for 6 hours. It is then evaporated to dryness. The residue is taken up in a mixture of ether and water; the ether phase is washed with water till neutral pH, dried over Na2SO4, filtered and the solvent is driven off in vacuo. The remaining solid (4.4 g) is recrystallized from a mixture of ethyl acetate-hexane containing 30% ethyl acetate. 3.2 g (68% of theory) of 2-ethoxy-4-isopropylamino-thieno[3,4-d]pyrimidine are obtained. M.P. 155°-156°C.

Aufarbeitung

  1. customIt is then evaporated to dryness
  2. additionThe residue is taken up in a mixture of ether and water
  3. washthe ether phase is washed with water till neutral pH
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customThe remaining solid (4.4 g) is recrystallized from a mixture of ethyl acetate-hexane containing 30% ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-59af96d19bec4fbebc73795401d07572
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03931204

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