Hydrazine hydrate (1:1) → HCID 178489156, compound

HRID 458508Notes

Reaction equation

HRID 458508 reaction equation
[CH:1]([CH:3]([CH3:14])[C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=O)=O.O.[NH2:16][NH2:17]>C(O)C>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([C:4]2[C:3]([CH3:14])=[CH:1][NH:17][N:16]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 129938284-Methoxy-α-methyl-β-oxobenzenepropanal

Product 1

HCID 178489156HCID 178489156, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

9.8 g (51.0 mmol) of the 2-formyl-4′-methoxypropiophenone synthesized in Step 1 was dissolved in 150 ml of ethanol. At room temperature, 3.8 g (61.2 mmol) of 80% hydrazine hydrate was dropwise added to the solution, followed by stirring at the same temperature for 1 hour and further by heating under reflux for 2 hours. After reaction had been completed, the reaction mixture was cooled to room temperature and the solvent was distilled away. As a result, 8.4 g (44.9 mmol) of 3-(4′-methoxyphenyl)-4-methylpyrazole was obtained as an orange oily matter. The yield was 88%. The product synthesized was subjected to the next reaction without purification.

Workup

  1. temperaturefurther by heating
  2. temperatureunder reflux for 2 hours
  3. customAfter reaction
  4. distillationthe solvent was distilled away

Sources & evidence

ORD record
ord-fdcf1444b0d2481a911117719a0286bf
Source dataset
uspto-grants-2007_03
Patent number
US07192906B2

Reaction notes

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