HCID 10861014, Verbindung → Proquinazid

HRID 1276611

Reaktionsgleichung

Reaktionsgleichung von HRID 1276611
[O-:1][CH2:2][CH2:3][CH3:4].[Na+].Cl[C:7]1[N:16]([CH2:17][CH2:18][CH3:19])[C:15](=[O:20])[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([I:21])[CH:13]=2)[N:8]=1>O>[I:21][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:1][CH2:2][CH2:3][CH3:4])[N:16]([CH2:17][CH2:18][CH3:19])[C:15]2=[O:20]

Komponenten

4

Edukt 2

HCID 10861014HCID 10861014, VerbindungHCID 236693631-Propanol, sodium salt (1:1)

Produkt 1

HCID 11057771Proquinazid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
1 °C

Versuchsvorschrift

A portion of the sodium propoxide solution prepared above (87 g) was cooled to 1° C. and treated dropwise with the solution of 2-chloro-6-iodo-3-n-propyl-4(3H)-quinazolinone prepared in Step 2B above. The temperature was maintained at or below 0° C. and the addition took 2.5 h. After stirring at 0° C. for an additional 1.5 h, the reaction mixture was poured into 250 mL water. The phases were separated and the organic phase was washed two times each with 250 mL water. The organic phase was then evaporated under reduced pressure to give 53.4 g of a light yellow oil which solidified upon standing to a white solid. mp 60-62° C.; 1H NMR (CDCl3): δ8.49 (d,1H), 7.87 (dd,1H), 7.19 (d,1H), 4.43 (t,2H), 4.05 (m,2H), 1.85 (m,2H), 1.70 (m,2H), 1.05 (t,3H), 0.96 (t,3H).

Aufarbeitung

  1. temperatureThe temperature was maintained at or below 0° C.
  2. additionthe addition
  3. customThe phases were separated
  4. washthe organic phase was washed two times each with 250 mL water
  5. customThe organic phase was then evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-25846c65a19b4fee91b602fdfb7cffc6
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166208

Verknüpfte Notizen

Wird geladen…