HCID 3798265, compound → 1,3,5-Triphenylpyrazole

HRID 1365591Notes

Reaction equation

HRID 1365591 reaction equation
[C:1]1([N:7]2[CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:10]=[C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(=O)C>[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:10][C:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 3798265HCID 3798265, compound

Product 1

HCID 6266141,3,5-Triphenylpyrazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

1,3,5-Triphenylpyrazoline (300 mg, 1.01 mmol), 150 mg of an oxidation catalyst and acetic acid (3.5 ml) were charged into a 100 ml three-neck flask, and were stirred at 120° C. for 2.5 hours under an oxygen atmosphere. The reaction mixture was filtered through Cerite. The filtrate was poured into a saturated aqueous solution of sodium hydrogencarbonate and then was extracted with ethyl acetate. The extract was condensed and 1,3,5-triphenylpyrazole was obtained as a pale yellow solid by means of silica gel column chromatography.

Workup

  1. filtrationThe reaction mixture was filtered through Cerite
  2. additionThe filtrate was poured into a saturated aqueous solution of sodium hydrogencarbonate
  3. extractionwas extracted with ethyl acetate
  4. customcondensed

Sources & evidence

ORD record
ord-c19025955eba4c0b836f433979d9ffef
Source dataset
uspto-grants-2011_02
Patent number
US07893004B2

Reaction notes

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