Hydrochloric Acid → HCID 178430816, compound

HRID 1463984Notes

Reaction equation

HRID 1463984 reaction equation
[CH3:1][CH:2]([N:10]1[C:14]([NH2:15])=[C:13](C(O)=O)[CH:12]=[N:11]1)[CH:3](OCC)OCC.Cl.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[CH3:3][C:2]1[N:10]2[N:11]=[CH:12][CH:13]=[C:14]2[NH:15][CH:1]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 19089095HCID 19089095, compound

Product 1

HCID 178430816HCID 178430816, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(1-Methyl-2,2-diethoxyethyl)-4-carboxy-5-aminopyrazole (9.9 g) was dissolved in tetrahydrofuran (200 ml) and thereto was added 3N-hydrochloric acid (52 ml). The mixture was refluxed for 3 hours. The reaction mixture was cooled at room temperature, adjusted to pH 6 with aqueous 30% potassium carbonate and extracted with ethyl acetate (100 ml). Further the separated aqueous layer was extracted with ethyl acetate (50 ml). The organic layer was combined and dried over magnesium sulfate. The solvent was distilled off in vacuo. The residue was pulverized with isopropyl ether and the powder was collected by filtration to give 3-methyl-1H-imidazo[1,2-b]pyrazole (3.01 g).

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. extractionextracted with ethyl acetate (100 ml)
  3. extractionFurther the separated aqueous layer was extracted with ethyl acetate (50 ml)
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off in vacuo
  6. filtrationthe powder was collected by filtration

Sources & evidence

ORD record
ord-e2361aa0f1be48439c1512e2bfc176b0
Source dataset
uspto-grants-1994_04
Patent number
US05302712

Reaction notes

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