Propionyl chloride → 2-Ethyl-1-phenyl-1H-quinazolin-4-one

HRID 557120

Reaction equation

HRID 557120 reaction equation
[C:1]1([NH:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([NH2:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17](Cl)(=O)[CH2:18][CH3:19].C(=O)(O)[O-].[Na+]>ClC(Cl)Cl>[CH2:18]([C:19]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]2[C:9]([C:10](=[O:11])[N:12]=1)=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH3:17]

Participants

5

Reactant 3

HCID 62324Propionyl chlorideHCID 964552-(Phenylamino)BenzamideHCID 516892Sodium Bicarbonate

Product 1

HCID 669910272-Ethyl-1-phenyl-1H-quinazolin-4-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

2.0 g (9.42 mmol) 2-phenylamino-benzamide were dissolved in 30 ml trichloromethane the solution was cooled to 0° C., and 2.61 g (2.44 ml, 28.2 mmol) propionyl chloride was added slowly. The mixture was boiled for 90 minutes and afterwards neutralized with a saturated sodium bicarbonate solution. After evaporation the substance was crystallized from isopropanol.

Workup

  1. customAfter evaporation the substance
  2. customwas crystallized from isopropanol

Sources & evidence

ORD record
ord-3a03597141834694b183180e548982e9
Source dataset
uspto-grants-2011_11
Patent number
US08058431B2

Linked notes

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