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Trifluoroacetic anhydride → Ethyl 3-methyl-4-nitro-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate

HRID 598194
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HRID 598194 반응식
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:4]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([Cl:19])=[CH:14][C:13]=2[Cl:20])[N:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[N+:34]([O-])([O-:36])=[O:35].[NH4+].C(=O)([O-])[O-].[K+].[K+]>FC(F)(F)C(O)=O>[CH3:1][C:2]1[C:6]([N+:34]([O-:36])=[O:35])=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:4]([C:12]2[C:13]([Cl:20])=[CH:14][C:15]([Cl:19])=[CH:16][C:17]=2[Cl:18])[N:3]=1
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참가 물질

6

반응물 4

HCID 9845Trifluoroacetic anhydrideHCID 11430Potassium CarbonateHCID 22985Ammonium nitrateHCID 67267631Ethyl 3-methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate

생성물 1

HCID 67267347Ethyl 3-methyl-4-nitro-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate수율 66%

시약·촉매·용매 1

HCID 6422
Trifluoroacetic acid
용매

실험 절차

To a solution of ethyl 3-methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate (500 mg, 1.50 mmol) in trifluoroacetic acid (2.54 ml) was added trifluoroacetic anhydride (1.48 ml) followed by an addition of ammonium nitrate (240 mg, 3.00 mmol). The mixture was stirred for 20 h at room temperature and neutralized with aqueous potassium carbonate. The aqueous solution was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated under vacuum. The residue was purified by silica gel chromatography eluting with 3% ethyl acetate/n-hexane to give the title compound (372 mg, 66%).

후처리

  1. extractionThe aqueous solution was extracted with ethyl acetate
  2. dry with materialThe extract was dried over magnesium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with 3% ethyl acetate/n-hexane

출처 및 근거

ORD 기록
ord-9f8ef8f3eb3645bcb0d124d64ef7ba50
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897607B2

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