Acetic Acid → HCID 54512651, compound

HRID 476605Notes

Reaction equation

HRID 476605 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.C([O-])(=O)C.[NH4+:24].C(O)(=O)C.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[NH2:24][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

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 517165Ammonium AcetateHCID 70350763HCID 70350763, compound

Product 1

HCID 54512651HCID 54512651, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution containing 30.3 g 3-hydroxymethylidene-flavanone, 18.5 g ammonium acetate, and 6 ml glacial acetic acid in 300 ml toluene is refluxed for one hour. After cooling the solution is neutralized with a saturated sodium bicarbonate aqueous solution. The precipitate is filtered off, then dissolved in methylene chloride, washed with water, dried and evaporated. Pure 3-aminomethylidene-flavanone is obtained as pale yellow crystals; m.p. 149°-152° C.

Workup

  1. temperatureis refluxed for one hour
  2. temperatureAfter cooling the solution
  3. filtrationThe precipitate is filtered off
  4. dissolutiondissolved in methylene chloride
  5. washwashed with water
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-98cc7b3ffb57425a86d9730a26c154b6
Source dataset
uspto-grants-1989_12
Patent number
US04885298

Reaction notes

Loading…