HCID 21387991, compound → STK374259

HRID 1833880Notes

Reaction equation

HRID 1833880 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[C:4]([C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[NH:13][C:14](=[O:21])[NH:15]C(OCC)=O)=O>C(O)C.[OH-].[Na+]>[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[CH:22][C:3]=1[C:4]1[C:6]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:12])[CH:11]=2)[NH:13][C:14](=[O:21])[N:15]=1

Participants

4

Reactant 1

HCID 21387991HCID 21387991, compound

Product 1

HCID 4564737STK374259Yield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Ethyl 4(2-(o-fluorobenzoyl)-4-chlorophenyl)allophanate (0.2 g) was dissolved in a mixture of 6 ml of ethanol and 0.8 ml of a 20 % aqueous solution of caustic soda, and the resulting mixture was refluxed for 1 hour. After the ethanol was removed by distillation under reduced pressure, the obtained residue was acidified with concentrated hydrochloric acid and cooled overnight. Then the crystals were collected by filtration and dried to give 0.14 g of 4-(o-fluorophenyl)-6-chloro-2(1H)-quinazolinone having a melting point of over 300° C.

Workup

  1. temperaturethe resulting mixture was refluxed for 1 hour
  2. customAfter the ethanol was removed by distillation under reduced pressure
  3. temperaturecooled overnight
  4. filtrationThen the crystals were collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-fc01a5b80f944e1c971c9c90aa5d341a
Source dataset
uspto-grants-1978_01
Patent number
US04067868

Reaction notes

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