Hydrochloric Acid → HCID 178489711, compound

HRID 1650387Notes

Reaction equation

HRID 1650387 reaction equation
C([O:3][C:4]([C:6]1[NH:10][N:9]=[C:8]([CH:11]=[CH:12][C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([O:20][CH3:21])[CH:14]=2)[CH:7]=1)=[O:5])C.[OH-].[K+].Cl>CCO.O>[CH3:21][O:20][C:15]1[CH:14]=[C:13]([CH:12]=[CH:11][C:8]2[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[NH:10][N:9]=2)[CH:18]=[CH:17][C:16]=1[OH:19]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178468816HCID 178468816, compound

Product 1

HCID 178489711HCID 178489711, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Ethyl-3-[β-(3-methoxy-4-hydroxyphenyl)ethenyl]-1H-pyrazole-5-carboxylate (0.49 g, 1.7 mmoles) is added to a solution of KOH (0.38 g, 6.8 mmoles) in 50 ml EtOH. The reaction is warmed to reflux overnight. After cooling to room temperature, the reaction is diluted to 200 ml with H2O, and acidified to pH≈4 with HCl. A white precipitate forms, and it is collected by filtration. Drying in vacuum in the presence of P2O5 gives 0.3 g (68%) of the desired product, mp=270°-271° C. (dec).

Workup

  1. temperatureThe reaction is warmed
  2. temperatureto reflux overnight
  3. filtrationA white precipitate forms, and it is collected by filtration
  4. dry with materialDrying in vacuum in the presence of P2O5

Sources & evidence

ORD record
ord-c2aa406fb9774914ac7e812921e23c0b
Source dataset
uspto-grants-1990_05
Patent number
US04924002

Reaction notes

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