Hydrochloric Acid → HCID 19896192, compound

HRID 1196768Notes

Reaction equation

HRID 1196768 reaction equation
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[NH:13][C:12]2=[O:25])=[CH:7][CH:6]=1.Cl>O1CCCC1>[OH:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[NH:13][C:12]2=[O:25])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19896204HCID 19896204, compound

Product 1

HCID 19896192HCID 19896192, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7.0 g of the obtained 3-(4-methoxymethoxyphenyl)-6-(2-chlorophenyl)-2,4(1H,3H)-pyrimidinedione was dissolved in 100 ml of tetrahydrofuran and then added dropwise with 10 ml of concentrated hydrochloric acid with stirring at room temperature. The mixed solution was further stirred at room temperature for 12 hours and extracted with 200 ml of ethyl acetate. The 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 4.5 g of 3-(4-hydroxyphenyl)-6-(2-chlorophenyl)-2,4(1H,3H)-pyrimidinedione.

Workup

  1. stirringThe mixed solution was further stirred at room temperature for 12 hours
  2. extractionextracted with 200 ml of ethyl acetate
  3. washThe organic layer was washed with a sodium chloride aqueous solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThen the solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-50fe69084c60492f93d8f9814bd5041c
Source dataset
uspto-grants-1992_05
Patent number
US05116404

Reaction notes

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