Isovanillin → HCID 86679348, compound

HRID 1498931Notes

Reaction equation

HRID 1498931 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[C:10]([C:13]([NH:15][NH2:16])=[O:14])[NH:11][N:12]=1.[OH:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH:21]=O>C(O)C>[OH:17][C:18]1[CH:19]=[C:20]([CH:21]=[N:16][NH:15][C:13]([C:10]2[NH:11][N:12]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[CH:9]=2)=[O:14])[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]

Participants

4

Reactant 2

HCID 12127IsovanillinHCID 3298879HCID 3298879, compound

Product 1

HCID 86679348HCID 86679348, compoundYield 68.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (3 ml), 5-(2-chlorophenyl)-2H-pyrazole-3-carboxylic acid hydrazide (30 mg) prepared in the Step 22-1-3 and 3-hydroxy-4-methoxybenzaldehyde (25 mg) was heated under reflux for 24 hours. After the mixture was allowed to cool, the precipitated crystal was separated by filtration and dried to give the title compound (32 mg, 68%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. temperatureto cool
  4. customthe precipitated crystal was separated by filtration
  5. customdried

Sources & evidence

ORD record
ord-8713ffaae0e348229beb6936cf5c95e6
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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