3-Chloro-2,4-pentanedione → 5-bromo-2-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)phenol

HRID 337356Notes

Reaction equation

HRID 337356 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:9][NH2:10])=[C:6]([OH:8])[CH:7]=1.CC1C=CC(S([O-])(=O)=O)=CC=1.[Cl:22][CH:23]([C:27](=O)[CH3:28])[C:24](=O)[CH3:25]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[C:27]([CH3:28])=[C:23]([Cl:22])[C:24]([CH3:25])=[N:10]2)=[C:6]([OH:8])[CH:7]=1

Participants

3

Reactant 2

HCID 743283-Chloro-2,4-pentanedioneHCID 1317320185-Bromo-2-hydrazinylphenol;4-methylbenzenesulfonate

Product 1

HCID 601442025-bromo-2-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)phenolYield 76.9%

Procedure

558 mg of the title compound was prepared in a manner similar to Example 54b) by using 5-bromo-2-hydrazinylphenol 4-methylbenzenesulfonate (0.9 g), which was prepared in a manner similar to Example 54a), and 3-chloropentane-2,4-dione (1.07 g).

Sources & evidence

ORD record
ord-ba2008632ec146f8b3539f6a2856b17f
Source dataset
uspto-grants-2014_11
Patent number
US08889727B2

Reaction notes

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