Chloroacetonitrile → cyanomethyl 2-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylate

HRID 1583404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1583404
[CH3:1][CH:2]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]1[CH:14]=[CH:15][C:16]([C:18]([OH:20])=[O:19])=[CH:17][N:8]1[C:7]2=[O:21])[CH3:3].Cl[CH2:23][C:24]#[N:25].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[C:24]([CH2:23][O:19][C:18]([C:16]1[CH:15]=[CH:14][C:9]2[N:8]([CH:17]=1)[C:7](=[O:21])[C:6]1[C:11](=[CH:12][CH:13]=[C:4]([CH:2]([CH3:1])[CH3:3])[CH:5]=1)[N:10]=2)=[O:20])#[N:25]

Komponenten

6

Edukt 3

HCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 125621282-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylic acid

Produkt 1

HCID 13557516cyanomethyl 2-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylateAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A suspension of 20 g of 2-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylic acid, 6.3 ml of chloroacetonitrile and 13.2 g of potassium carbonate in 100 ml of dimethylformamide was stirred 18 hours at room temperature. The reaction mixture was diluted with 200 ml of water and the precipitated product collected to give 21.63 g (95%) of 2-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-8-carboxylic acid cyanomethyl ester, mp 186°-188° C.

Aufarbeitung

  1. customthe precipitated product collected

Quellen und Nachweise

ORD-Eintrag
ord-e073f121c242424384694051a3deb4e2
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04551460

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