Hydrochloric Acid → HCID 178524278, compound

HRID 1605015Notes

Reaction equation

HRID 1605015 reaction equation
[Na][Na].[C:3]([CH2:11][C:12]([C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]([OH:18])=[O:17])=O)(=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl.O.[NH2:25][NH2:26]>CO.O>[C:16]([C:15]1[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=1[C:12]1[CH:11]=[C:3]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:26][N:25]=1)([OH:18])=[O:17]

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 24654Hydrazine hydrate (1:1)HCID 141233DisodiumHCID 123921042-(3-Oxo-3-phenylpropanoyl)benzoic acid

Product 1

HCID 178524278HCID 178524278, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a slurry of 100 g of the disodium salt of 2-benzoylacetylbenzoic acid in 400 ml of methanol is added first 12.5 g concentrated hydrochloric acid, followed by 11 g of hydrazine hydrate. This reaction mixture is heated at reflux for one-half hour, cooled to 5°-10°, acidified to pH 3 with concentrated hydrochloric acid, and diluted with 300 ml of water. The crystals are filtered off and recrystallized from ethanol-water, yielding 59 g of 3-(2-carboxyphenyl)-5-phenylpyrazole, mp 204°-205.5° .

Workup

  1. temperatureThis reaction mixture is heated
  2. temperatureat reflux for one-half hour
  3. temperaturecooled to 5°-10°
  4. filtrationThe crystals are filtered off
  5. customrecrystallized from ethanol-water

Sources & evidence

ORD record
ord-34088aff4fa849bf8fb3bc117e39af09
Source dataset
uspto-grants-1976_04
Patent number
US03948937

Reaction notes

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