Water → Dimethyl[[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioate

HRID 1719955

Reaktionsgleichung

Reaktionsgleichung von HRID 1719955
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:17])[CH:14]([CH3:16])[CH3:15])[CH:10]=2)[N:5]=[CH:4][N:3]=1.CO[CH:20]=[C:21]([C:26]([O:28][CH3:29])=[O:27])[C:22]([O:24][CH3:25])=[O:23].O>CN(C)C=O>[CH3:25][O:24][C:22](=[O:23])[C:21](=[CH:20][NH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13](=[O:17])[CH:14]([CH3:15])[CH3:16])[CH:10]=2)[N:5]=[CH:4][N:3]=1)[C:26]([O:28][CH3:29])=[O:27]

Komponenten

5

Edukt 3

HCID 962WaterHCID 90770Dimethyl methoxymethylenemalonateHCID 130604634-Amino-6-(2-methylpropionamido)quinazoline

Produkt 1

HCID 13302083Dimethyl[[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioateAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 4-amino-6-(2-methylpropionamido)-quinazoline (6.2 g) and dimethyl methoxymethylenepropanedioate (7.01 g) in N,N-dimethylformamide (25 ml) was stirred at 100° C. for 1.5 hours and cooled to room temperature. Water was added to the reaction mixture. The resulting solid was separated by filtration, washed with water and dried to give dimethyl[[6-(2-methylpropionamido)-4-quinazolinylamino]methylene]propanedioate (8.9 g). Recrystallization from ethyl acetate gave pure crystals melting at 212°-214° C.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. customThe resulting solid was separated by filtration
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3ccfa455739949d5abf82c126719b528
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04543356

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