Phenyl isocyanate → HCID 178429552, compound

HRID 644826Notes

Reaction equation

[OH:1][C:2]1[CH:6]=[C:5]([CH3:7])[NH:4][N:3]=1.[C:8]1([N:14]=[C:15]=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:8]1([NH:14][C:15]([N:4]2[C:5]([CH3:7])=[CH:6][C:2]([OH:1])=[N:3]2)=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 2

HCID 7672Phenyl isocyanate

HCID 3197713H-Pyrazol-3-one, 2,4-dihydro-5-methyl-

Product 1

HCID 178429552HCID 178429552, compoundYield 18.9%

Procedure

Reaction of 3-hydroxy-5-methylpyrazole with phenyl isocyanate was carried out in the same manner as in Referential Example 14, to give a white solid of N-phenyl-3-hydroxy-5-methylpyrazol-1-carboxamide (yield: 18.9%). mp: 232-234° C.; 1H-NMR (CDCl3, TMS, ppm): δ 2.62 (d, J=0.8 Hz, 3H), 5.72 (d, J=0.8 Hz, 1H), 7.11-7.17 (m, 1H), 7.33-7.39 (m, 2H), 7.53-7.57 (m, 2H), 8.64 (br s, 1H). (Hydroxy proton was not assigned.)

Sources & evidence

ORD record: ord-99c4da19765a4e4ab6c75c9c62277c9a
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700786B2

Reaction notes

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