Potassium Hydroxide → HCID 19744068, compound

HRID 2254056Notes

Reaction equation

HRID 2254056 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:7](=[O:20])[N:6]([CH2:21][C:22]([O:24]CC)=[O:23])[C:5]2=[O:27].[OH-].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=1)[C:7](=[O:20])[N:6]([CH2:21][C:22]([OH:24])=[O:23])[C:5]2=[O:27]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54082199HCID 54082199, compound

Product 1

HCID 19744068HCID 19744068, compoundYield 50.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into 50 ml of ethanol were dissolved 1.59 g of ethyl 6-chloro-1-(4-fluorophenyl)methyl-1,4dihydro-2,4-dioxo-3(2H)-quinazolineacetate, and after added 5 ml of aqueous solution containing 0.30 g of potassium hydroxide, the mixture was refluxed for 1 hour. After cooling by allowing to stand, ethanol was distilled off and the residue was dissolved by adding 30 ml of water, acidified with concentrated hydrochloric acid, and the deposits were collected by filtration. They were recrystallized from acetonitrile to obtain 0.75 g of title compound. m.p. 211°-212° C.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureAfter cooling
  3. distillationethanol was distilled off
  4. dissolutionthe residue was dissolved
  5. additionby adding 30 ml of water
  6. filtrationthe deposits were collected by filtration
  7. customThey were recrystallized from acetonitrile

Sources & evidence

ORD record
ord-891bca5dcb4e44eb834dcc91092e784f
Source dataset
uspto-grants-1993_08
Patent number
US05234928

Reaction notes

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