HCID 22923997, compound → HCID 178490109, compound

HRID 2257961Notes

Reaction equation

HRID 2257961 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:11][CH2:12][C:13]([C:15]1[N:16]=[CH:17][N:18](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:19]=1)=[O:14]>C(O)=O>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:11][CH2:12][C:13]([C:15]1[N:16]=[CH:17][NH:18][CH:19]=1)=[O:14]

Participants

3

Reactant 1

HCID 22923997HCID 22923997, compound

Product 1

HCID 178490109HCID 178490109, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

17.88 g (0.0687 mole) of 3-(2,3-dimethoxyphenyl)-1-(1-triphenylmethyl-1H-imidazol-4-yl)-1-propanone prepared in Example 2.3.a are heated in 100 ml of formic acid for half an hour at 80° C. The reaction medium is then cooled to room temperature and the triphenylmethanol which has precipitated during cooling is filtered off. Formic acid is distilled off and the residue is taken up in water. The aqueous phase is then brought to pH 9 by addition of a 12 mole/l aqueous solution of ammonia. The precipitate which has formed is filtered off and dried and 8.35 g of 3-(2,3-dimethoxyphenyl)-1-(1H-imidazol-4-yl)-1-propanone are obtained.

Workup

  1. customthe triphenylmethanol which has precipitated
  2. temperatureduring cooling
  3. filtrationis filtered off
  4. distillationFormic acid is distilled off
  5. additionThe aqueous phase is then brought to pH 9 by addition of a 12 mole/l aqueous solution of ammonia
  6. customThe precipitate which has formed
  7. filtrationis filtered off
  8. customdried

Sources & evidence

ORD record
ord-fa77e8634bac42a38f75362b299c5b0b
Source dataset
uspto-grants-1997_08
Patent number
US05658938

Reaction notes

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