4-Hydroxybenzaldehyde → HCID 136381052, compound

HRID 2298693Notes

Reaction equation

HRID 2298693 reaction equation
[OH:1][C:2]1[N:6]([CH:7](O)[CH3:8])[N:5]=[C:4]([CH3:10])[CH:3]=1.[OH:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.C(O)(=[O:22])C>CC(O)CC>[OH:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[C:3]2[C:4]([CH3:10])=[N:5][N:6]([CH2:7][CH2:8][OH:22])[C:2]2=[O:1])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 1264-HydroxybenzaldehydeHCID 176Acetic AcidHCID 178429349HCID 178429349, compound

Product 1

HCID 136381052HCID 136381052, compound

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent

Procedure

2.85 g of 5-hydroxy-1-hydroxyethyl-3-methyl-1H-pyrazole and 2.45 g of 4-hydroxybenzaldehyde in 30 mL of 2-butanol were allowed to reflux. After 16 h, the reaction mixture was cooled, then poured onto 100 mL of glacial acetic acid and filtered. This gave 3.3 g of a by-product, probably the acetal of the following formula:

Workup

  1. temperatureto reflux
  2. temperaturethe reaction mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-11bdb012faa4463eb23195d39cbd01f6
Source dataset
uspto-grants-2002_12
Patent number
US06494923B2

Reaction notes

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