N,N-Diethylaniline → 4-Chloro-2-(2-naphthalen-1-yl-vinyl)-3,4-dihydro-quinazoline

HRID 1171041

Reaktionsgleichung

Reaktionsgleichung von HRID 1171041
[C:1]1([CH:11]=[CH:12][C:13]2[NH:22][C:21](=O)[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(N(CC)C1C=CC=CC=1)C.P(Cl)(Cl)([Cl:37])=O>>[Cl:37][CH:21]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[C:13]([CH:12]=[CH:11][C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[NH:22]1

Komponenten

4

Edukt 3

HCID 7061N,N-DiethylanilineHCID 24813Phosphorus oxychlorideHCID 1354717352-(2-Naphthalen-1-yl-vinyl)-3H-quinazolin-4-one

Produkt 1

HCID 1784783434-Chloro-2-(2-naphthalen-1-yl-vinyl)-3,4-dihydro-quinazoline

Versuchsvorschrift

2-(2-Naphthalen-1-yl-vinyl)-3H-quinazolin-4-one (11 mmol), phosphorus oxychloride (20 ml) and N,N-diethylaniline (1.0 ml) is added to a round-bottomed flask. The mixture is heated at 110° for 12 h. After cooling to rt, the reaction is quenched with ice-water and the crude product is collected by suction filtration. The crude solid is dissolved in ethyl acetate. Customary working up afforded 4-chloro-2-(2-naphthalen-1-yl-vinyl)-3,4-dihydro-quinazoline.

Aufarbeitung

  1. temperatureThe mixture is heated at 110° for 12 h
  2. customthe reaction is quenched with ice-water
  3. filtrationthe crude product is collected by suction filtration
  4. dissolutionThe crude solid is dissolved in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-ef34ae5d78c442a9846f02da2b15fd09
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07829566B2

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