Semicarbazide hydrochloride → 3-Amino-2-carbamoyl-4-phenylpyrazole

HRID 621646Notes

Reaction equation

HRID 621646 reaction equation
[CH:1]([CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5])=O.Cl.[NH2:13][NH:14][C:15]([NH2:17])=[O:16].[OH-].[Na+]>CO.O>[NH2:5][C:4]1[N:14]([C:15](=[O:16])[NH2:17])[N:13]=[CH:1][C:3]=1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 11236Semicarbazide hydrochlorideHCID 14798Sodium HydroxideHCID 3458802-Formyl-2-phenylacetonitrile

Product 1

HCID 156159363-Amino-2-carbamoyl-4-phenylpyrazole

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

The α-formylphenylacetonitrile obtained above is dissolved in methanol-water (1:1-10:1, 200 ml), and to the solution is added with stirring semicarbazide hydrochloride (9.95 g) under ice cooling. After taking off the ice bath, the mixture is reacted for 12 hours. The reaction mixture is neturalized with 5N sodium hydroxide solution. The mixture is stirred for 20 minutes, and the resulting precipitate is separated by filtration, washed with water and dried to give 3-amino-2-carbamoyl-4-phenylpyrazole (16.82 g). This product is used in the subsequent procedure without further purification.

Workup

  1. customthe mixture is reacted for 12 hours
  2. customthe resulting precipitate is separated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-062ffd6a909b442489cc7cab66dada62
Source dataset
uspto-grants-1989_04
Patent number
US04824834

Reaction notes

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