4-Aminoquinazoline → Dimethyl [(4-quinazolinylamino)methylene]propanedioate

HRID 354866

Reaktionsgleichung

Reaktionsgleichung von HRID 354866
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.CO[CH:14]=[C:15]([C:20]([O:22][CH3:23])=[O:21])[C:16]([O:18][CH3:19])=[O:17]>CN(C)C=O>[N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([NH:1][CH:14]=[C:15]([C:20]([O:22][CH3:23])=[O:21])[C:16]([O:18][CH3:19])=[O:17])=[N:3][CH:4]=1

Komponenten

4

Edukt 2

HCID 847594-AminoquinazolineHCID 90770Dimethyl methoxymethylenemalonate

Produkt 1

HCID 86738820Dimethyl [(4-quinazolinylamino)methylene]propanedioateAusbeute 92,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 4-aminoquinazoline (7.27 g) and dimethyl methoxymethylenepropanedioate (9.6 g) in N,N-dimethylformamide (35 ml) was stirred for 2 hours at 150° C. The reaction mixture was cooled to ambient temperature and poured into ice-water to give crystals, which were separated by filtration, washed with water and dried to ambient temperature to give a mixture (13.3 g) of dimethyl [(4-quinazolinylamino)methylene]propanedioate and methyl 4-oxo-4H-pyrimido[1,2-c]quinazoline-3-carboxylate.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customto give crystals, which
  3. customwere separated by filtration
  4. washwashed with water
  5. customdried to ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-d4a58274e2c24f558519a627f1b5b1e5
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04377580

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