Water → HCID 9823111, compound

HRID 429326Notes

Reaction equation

HRID 429326 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[CH2:12][C:13](=O)[C:14]([F:17])([F:16])[F:15])=[CH:7][CH:6]=1)(=[O:4])=[O:3].Cl.[CH3:21][C:22]1[CH:23]=[C:24]([NH:29][NH2:30])[CH:25]=[CH:26][C:27]=1[Cl:28].O>C(O)(=O)C>[Cl:28][C:27]1[CH:26]=[CH:25][C:24]([N:29]2[C:11]([C:8]3[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:6][CH:7]=3)=[CH:12][C:13]([C:14]([F:17])([F:16])[F:15])=[N:30]2)=[CH:23][C:22]=1[CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 15546184HCID 15546184, compoundHCID 18355390(4-Chloro-3-methylphenyl)hydrazine--hydrogen chloride (1/1)

Product 1

HCID 9823111HCID 9823111, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-[4-(methylsulfonyl)phenyl]-4,4,4-trifluorobutane-1,3-dione (620 mg) and (3-methyl-4-chlorophenyl)hydrazine hydrochloride (425 mg) in acetic acid (2 ml) was refluxed for 1 hour. After cooling, the solvent was poured into water (50 ml) and stirred for 30 minutes. The resulting precipitates were collected by filtration and washed with water and dried in vacuo. The residue was recrystallized from ethanol to afford 1-(4-chloro-3-methylphenyl)-5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole (569 mg).

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperatureAfter cooling
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried in vacuo
  7. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-15984ba194b54510ab8ea335f0a4c008
Source dataset
uspto-grants-2001_11
Patent number
US06316485B1

Reaction notes

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