Hydrochloric Acid → 4-(2-Chlorophenyl)-2-phenyl-5-pyrimidinecarboxylic acid

HRID 1440788Notes

Reaction equation

HRID 1440788 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:13]([C:14]([O:16]CC)=[O:15])=[CH:12][N:11]=[C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:9]=1.[OH-].[K+].Cl>C(O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:13]([C:14]([OH:16])=[O:15])=[CH:12][N:11]=[C:10]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 18981984Ethyl 4-(2-chlorophenyl)-2-phenyl-5-pyrimidinecarboxylate

Product 1

HCID 158187504-(2-Chlorophenyl)-2-phenyl-5-pyrimidinecarboxylic acidYield 99.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 5.70 g of compound E and 2.83 g of potassium hydroxide in 40 cc of ethanol and 0.5 cc of water was heated under reflux for 3 hours. After cooling, the reaction mixture was acidified with 1N HCl, and extracted with chloroform. The extract was dried over magnesium sulfate, and distilled to remove the solvent. Thus, 5.20 g of 4-(2-chlorophenyl)-2-phenyl-5-pyrimidinecarboxylic acid was obtained. Yield: 99.6%.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling
  4. extractionextracted with chloroform
  5. dry with materialThe extract was dried over magnesium sulfate
  6. distillationdistilled
  7. customto remove the solvent

Sources & evidence

ORD record
ord-8a7c9c300ab6464db0bf214d12834e5d
Source dataset
uspto-grants-1996_03
Patent number
US05500424

Reaction notes

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