Dichloromethane → HCID 19896211, compound

HRID 1196772Notes

Reaction equation

HRID 1196772 reaction equation
[F:1][C:2]([F:25])([F:24])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:15](=[O:16])[CH:14]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[NH:12][C:11]2=[O:23])=[CH:6][CH:5]=1.ClCCl.[I:29]Cl>O>[F:25][C:2]([F:1])([F:24])[O:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:15](=[O:16])[C:14]([I:29])=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[NH:12][C:11]2=[O:23])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24640Iodine chlorideHCID 19896193HCID 19896193, compound

Product 1

HCID 19896211HCID 19896211, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.0 g of the obtained 3-(4-trifluoromethoxyphenyl)-6-(2-pyridyl)-2,4(1H,3H)-pyrimidinedione was added to 20 ml of dichloromethane, and 0.7 g of iodine monochloride was added thereto with stirring at room temperature. The resulting solution was further stirred at room temperature for 3 hours, then poured into 100 ml of water and extracted with 100 ml of ethyl acetate. The obtained organic layer was washed with a sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then the solvent was distilled away under reduced pressure to obtain 0.60 g of the objective compound.

Workup

  1. additionwas added
  2. stirringThe resulting solution was further stirred at room temperature for 3 hours
  3. extractionextracted with 100 ml of ethyl acetate
  4. washThe obtained organic layer was washed with a sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThen the solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-e7510846809f42a2be2e4caa0efdb040
Source dataset
uspto-grants-1992_05
Patent number
US05116404

Reaction notes

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