Acetic Acid → HCID 54283425, compound

HRID 972177Notes

Reaction equation

HRID 972177 reaction equation
C(O)(=O)C.[OH:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([NH:12][NH2:13])=[O:11])=[CH:8][CH:7]=1.[C:16](Cl)(=[O:25])[CH:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O>[C:16]([NH:13][NH:12][C:10](=[O:11])[C:9]1[CH:14]=[CH:15][C:6]([OH:5])=[CH:7][CH:8]=1)(=[O:25])[CH:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 17424-Hydroxybenzoic acid hydrazideHCID 660233-Phenylprop-2-enoyl chloride

Product 1

HCID 54283425HCID 54283425, compoundYield 33.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

To 100 ml of acetic acid were added 5.0 g of p-hydroxybenzoylhydrazine and 5.5 g of cinnamoyl chloride, and the mixture was stirred at 20° C for 3 hours. The reaction mixture was then poured into 2 liters of water, and the produced precipitate was collected and washed with water. The so obtained product was then recrystallized twice from acetic acid and dried under reduced pressure to yield 3.1 g of N-cinnamoyl-N'-(p-hydroxybenzoyl)hydrazine as white crystals, m.p. 263°-264.5° C. Analysis: Calculated for C16H14N2O3 : C, 68.08%; H, 5.00 %; N, 9.92%, Found: C, 68.15%; H, 4.87%; N, 9.98%.

Workup

  1. customthe produced precipitate was collected
  2. washwashed with water
  3. customThe so obtained product
  4. customwas then recrystallized twice from acetic acid
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-0a7edbdab8974e4f82b1ae1bed8e5310
Source dataset
uspto-grants-1977_10
Patent number
US04052362

Reaction notes

Loading…