Acetyl chloride → HCID 178474354, compound

HRID 2404531Notes

Reaction equation

HRID 2404531 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:11]([CH3:12])=[C:10]([CH3:13])[S:9][C:8]=2[F:14])[N:5]=[C:4]([OH:15])[CH:3]=1.[C:16](Cl)(=[O:18])[CH3:17]>C1(C)C=CC=CC=1>[C:16]([NH:1][C:2]1[N:6]([C:7]2[C:11]([CH3:12])=[C:10]([CH3:13])[S:9][C:8]=2[F:14])[N:5]=[C:4]([OH:15])[CH:3]=1)(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 178435091HCID 178435091, compound

Product 1

HCID 178474354HCID 178474354, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Then, the obtained pyrazole derivative was dissolved in 50 mL of toluene, and to this solution, 6.0 g of acetyl chloride was added, followed by reflux with heating for 12 hours. After cooling to room temperature, the solvent was distilled off under reduced pressure, the residue was dissolved in 30 mL of ethanol, and 20 mL of a 25mass % ammonia water was added, followed by stirring at room temperature for 30minutes. The solvent was distilled off under reduced pressure, and the obtained solid was washed with diisopropyl ether to obtain 5.2 g of 5-acetylamino-1-(2-fluoro-4-methyl-5-methylthiophenyl)-3-hydroxypyrazole in the form of pale yellow crystals (melting point: 204-205° C.).

Workup

  1. temperatureby reflux
  2. temperaturewith heating for 12 hours
  3. distillationthe solvent was distilled off under reduced pressure
  4. dissolutionthe residue was dissolved in 30 mL of ethanol
  5. addition20 mL of a 25mass % ammonia water was added
  6. distillationThe solvent was distilled off under reduced pressure
  7. washthe obtained solid was washed with diisopropyl ether

Sources & evidence

ORD record
ord-7e04c9342c2847adb2468bc915c16c1f
Source dataset
uspto-grants-2014_08
Patent number
US08802713B2

Reaction notes

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