Sodium Hydroxide → HCID 19744048, compound

HRID 2254064Notes

Reaction equation

HRID 2254064 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:19]2[C:14](=[CH:15][C:16]([F:25])=[C:17]([C:20]3[NH:21][CH:22]=[CH:23][N:24]=3)[CH:18]=2)[C:13](=[O:26])[N:12]([CH2:27][C:28]([O:30]CC)=[O:29])[C:11]1=[O:33].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:10]1[C:19]2[C:14](=[CH:15][C:16]([F:25])=[C:17]([C:20]3[NH:24][CH:23]=[CH:22][N:21]=3)[CH:18]=2)[C:13](=[O:26])[N:12]([CH2:27][C:28]([OH:30])=[O:29])[C:11]1=[O:33]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19744040HCID 19744040, compound

Product 1

HCID 19744048HCID 19744048, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into 50 ml of ethanol were dissolved 2.0 g of ethyl 1-(2,4-dichlorophenyl)methyl-1,4-dihydro-2,4-dioxo-6-fluoro-7-imidazolyl-3(2H)-quinazolineacetate, and, after added 4.5 ml of 1N aqueous solution of sodium hydroxide, the mixture was refluxed for 1.5 hours. Ethanol was distilled off, water was added, pH was made to be 5 with 3N hydrochloric acid, and the deposits were collected by filtration. They were recrystallized from dioxane to obtain 930 mg of title compound. m.p. 188°-189° C.

Workup

  1. temperaturethe mixture was refluxed for 1.5 hours
  2. distillationEthanol was distilled off
  3. additionwater was added
  4. filtrationthe deposits were collected by filtration
  5. customThey were recrystallized from dioxane

Sources & evidence

ORD record
ord-3428a56cf9214f08a610992026f59ea8
Source dataset
uspto-grants-1993_08
Patent number
US05234928

Reaction notes

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