Imidazole → HCID 54505099, compound

HRID 476604Notes

Reaction equation

HRID 476604 reaction equation
O[CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][CH:4]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[NH:20]1[CH:24]=[CH:23][N:22]=[CH:21]1>C(O)C>[N:20]1([CH:2]=[C:3]2[C:12](=[O:13])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[O:5][CH:4]2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:24]=[CH:23][N:22]=[CH:21]1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 70350763HCID 70350763, compound

Product 1

HCID 54505099HCID 54505099, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution containing 1 g 3-hydroxymethylidene-flavanone and 0.3 g imidazole in 10 ml absolute ethanol is refluxed for 10 minutes then cooled on an ice bath. After evaporation the oil is dissolved in methylene chloride and purified by acidic extraction. The resulting oil is crystallized in a mixture of hexane and ethyl acetate. Pure 3-(1-imidazolyl)methylidene-flavanone is obtained as white crystals; m.p. 129°-131° C.

Workup

  1. temperatureis refluxed for 10 minutes
  2. temperaturethen cooled on an ice bath
  3. customAfter evaporation the oil
  4. dissolutionis dissolved in methylene chloride
  5. custompurified by acidic extraction
  6. customThe resulting oil is crystallized in a mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-46d74a14bb55459d8846caa3c72a3200
Source dataset
uspto-grants-1989_12
Patent number
US04885298

Reaction notes

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