Hydrochloric Acid → HCID 178524023, compound

HRID 1605022Notes

Reaction equation

HRID 1605022 reaction equation
[Na][Na].[C:3]([CH2:11][C:12]([C:14]1[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=1[C:20]([OH:22])=[O:21])=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:20]([C:15]1[CH2:16][CH2:17][CH2:18][CH2:19][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:22])=[O:21]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 141233DisodiumHCID 21400851HCID 21400851, compound

Product 1

HCID 178524023HCID 178524023, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a slurry of 31.6 g of the disodium salt of 2-benzoylacetyl-1-cyclohexenecarboxylic acid in 150 ml of methanol is added 12 g of concentrated hydrochloric acid, followed by 12 g of hydrazine hydrate. The reaction mixture is refluxed for 2 hours, cooled to 5°, acidified to pH 3, and diluted with 150 ml of water. The solid is collected and recrystallized from acetic acid-water to give 11.4 g of 3-(2-carboxy-1-cyclohexen-1-yl)-5-phenylpyrazole, m.p. 207°-209°.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 hours
  2. temperaturecooled to 5°
  3. customThe solid is collected
  4. customrecrystallized from acetic acid-water

Sources & evidence

ORD record
ord-7dfde673dad04ef68ba406a825f25da9
Source dataset
uspto-grants-1976_04
Patent number
US03948937

Reaction notes

Loading…