2-Amino-4-(trifluoromethyl)benzamide → 2-(4-chloro-2-ethylsulfanylphenyl)-7-trifluoromethyl-3H-quinazolin-4-one

HRID 521667

Reaktionsgleichung

Reaktionsgleichung von HRID 521667
[NH2:1][C:2]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[C:18]([S:24][CH2:25][CH3:26])[CH:17]=1.S(=O)(O)[O-].[Na+].C(=O)(O)[O-].[Na+]>O.CC(N(C)C)=O>[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]2[NH:6][C:4](=[O:5])[C:3]3[C:2](=[CH:10][C:9]([C:11]([F:12])([F:13])[F:14])=[CH:8][CH:7]=3)[N:1]=2)=[C:18]([S:24][CH2:25][CH3:26])[CH:17]=1

Komponenten

7

Edukt 4

HCID 697392-Amino-4-(trifluoromethyl)benzamideHCID 516892Sodium BicarbonateHCID 23665763Sodium BisulfiteHCID 1148635404-Chloro-2-ethylsulfanylbenzaldehyde

Produkt 1

HCID 1369687502-(4-chloro-2-ethylsulfanylphenyl)-7-trifluoromethyl-3H-quinazolin-4-oneAusbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 1.0 g of 2-amino-4-trifluromethylbenzamide, 944 mg of 4-chloro-2-ethylsulfanylbenzaldehyde, 765 mg of sodium bisulfite and 4 ml of DMA was stirred at 150° C. for 15 hours. A saturated aqueous sodium bicarbonate solution and water were added to the cooled reaction mixture, and the precipitated solid was filtered. The resulting solid was washed with water and n-hexane and then dried to obtain 1.46 g of 2-(4-chloro-2-ethylsulfanylphenyl)-7-trifluoromethyl-3H-quinazolin-4-one.

Aufarbeitung

  1. filtrationthe precipitated solid was filtered
  2. washThe resulting solid was washed with water and n-hexane
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8f4b80ef8cfc4a818ce6750c2e33ca20
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09328121B1

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