Acetone → HCID 16756960, compound

HRID 1441656Notes

Reaction equation

HRID 1441656 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([C:12]2([CH3:21])[CH2:16][C:15]([C:17]([F:20])([F:19])[F:18])=[N:14][NH:13]2)=[S:11])=[CH:5][C:4]=1[C:22]([F:25])([F:24])[F:23])#[N:2].C([O-])([O-])=O.[K+].[K+].[CH3:32][C:33](C)=O>>[CH2:32]([S:11][C:10]([C:12]1([CH3:21])[CH2:16][C:15]([C:17]([F:18])([F:19])[F:20])=[N:14][NH:13]1)=[N:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([C:22]([F:25])([F:24])[F:23])[CH:5]=1)[CH3:33]

Participants

4

Reactant 3

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 16756851HCID 16756851, compound

Product 1

HCID 16756960HCID 16756960, compound

Conditions

Temperature
50 °C

Procedure

3-Methyl-5-trifluoromethyl-3,4-dihydro-2H-pyrazole-3-carbothioic acid (4-cyano-3-trifluoromethyl-phenyl)-amide (10 mmoL), K2CO3 (15 mmoL) in acetone was treated with Etl (10 mmoL) at room temperature. The reaction was slightly heated and stirred at 50° C. for 1 hr. The solid was filtrated and the filtrate was concentrated to give the crude product as a brown oil, which was then purified by silica gel column chromatography using hexanes and ethyl acetate as eluent to afford the title compound as a colorless oil.

Workup

  1. temperatureThe reaction was slightly heated
  2. filtrationThe solid was filtrated
  3. concentrationthe filtrate was concentrated
  4. customto give the crude product as a brown oil, which
  5. customwas then purified by silica gel column chromatography

Sources & evidence

ORD record
ord-1aa67311e39e458780bef02932fe6c66
Source dataset
uspto-grants-2010_02
Patent number
US07655683B2

Reaction notes

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