Vanillin → HCID 136385054, compound

HRID 493014Notes

Reaction equation

HRID 493014 reaction equation
[CH3:1][C:2]1[CH2:3][C:4](=[O:13])[N:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[N:6]=1.[OH:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][C:16]=1[O:23][CH3:24].N1CCCCC1>C(O)C.O.Cl>[OH:14][C:15]1[CH:22]=[CH:21][C:18](/[CH:19]=[C:3]2/[C:4](=[O:13])[N:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=3)[N:6]=[C:2]/2[CH3:1])=[CH:17][C:16]=1[O:23][CH3:24]

Participants

7

Reactant 3

HCID 1183VanillinHCID 8082PiperidineHCID 6676522,4-dihydro-5-methyl-2-(2-pyridinyl)-3H-Pyrazol-3-one

Product 1

HCID 136385054HCID 136385054, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.4 g (7.99 mmol) of 5-methyl-2-(2-pyridinyl)-2,4-dihydro-3H-pyrazol-3-one and 1.84 g (11.98 mmol) of 4-hydroxy-3-methoxybenzaldehyde are stirred under reflux with the addition of 3 ml of piperidine in absolute ethanol for 2 hours. The mixture is then diluted with water and slowly rendered neutral with 2N hydrochloric acid. After cooling in the ice bath, the orange precipitate which settles out is filtered off, washed with water and dried under reduced pressure.

Workup

  1. filtrationthe orange precipitate which settles out is filtered off
  2. washwashed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-cac1709724a94b3abd666a1af67534bc
Source dataset
uspto-grants-2009_05
Patent number
US07534273B2

Reaction notes

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