Phenyl isocyanate → HCID 13031724, compound

HRID 2163522Notes

Reaction equation

HRID 2163522 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[CH:5]=[C:4]([CH3:8])[NH:3]1.C(N(CC)CC)C.[C:16]1([N:22]=[C:23]=[O:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1C=CC=CC=1>[CH3:1][N:2]1[C:6](=[O:7])[CH:5]([C:23]([NH:22][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:24])[C:4]([CH3:8])=[N:3]1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 27668471,3-dimethyl-1H-pyrazol-5-ol

Product 1

HCID 13031724HCID 13031724, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1,3-Dimethylpyrazole-5-one above (11.2 g) and triethylamine (10.2 g) were dissolved in dry benzene and phenyl isocyanate (12 g) added. The mixture was stirred 16-18 hrs at room temperature, whereupon it was extracted with water (4 × 50 ml). The combined aqueous extracts were acidified with dilute hydrochloric acid and the mixture refrigerated for several hours. The product was then recovered by filtration and dried. 4,5-dihydro-1,3-dimethyl-5-oxo-N-phenyl-4-pyrazolecarboxamide (17.5 g, 76%) was obtained as a colourless powder, m.p. 231-233° C.

Workup

  1. extractionwas extracted with water (4 × 50 ml)
  2. waitthe mixture refrigerated for several hours
  3. filtrationThe product was then recovered by filtration
  4. customdried

Sources & evidence

ORD record
ord-ed5a13b75d4b4b03a4dfe45740ff447e
Source dataset
uspto-grants-1979_01
Patent number
US04134987

Reaction notes

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