Bromine → 4-Bromo-3-methyl-5-(trifluoromethyl)pyrazole

HRID 220454

반응식

HRID 220454 반응식
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([F:10])([F:9])[F:8])[CH:3]=1.C([O-])(=O)C.[Na+].[Br:16]Br.S([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C.C(OCC)(=O)C>[Br:16][C:3]1[C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][NH:6][C:2]=1[CH3:1]

참가 물질

7

반응물 4

HCID 24408BromineHCID 24437Sodium SulfiteHCID 1390771H-Pyrazole, 3-methyl-5-(trifluoromethyl)-HCID 517045Sodium Acetate

생성물 1

HCID 27364304-Bromo-3-methyl-5-(trifluoromethyl)pyrazole수율 100%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

Dissolve 5-methyl-3-(trifluoromethyl)pyrazole (1.00 g, 6.66 mmol) in 60% aqueous acetic acid (13 mL). Add sodium acetate (0.819 g, 9.99 mmol) and cool to 0° C. Add bromine (1.17 g, 7.33 mmol) dropwise over 10 min. Stir at 0° C. for 3 hr, then at room temperature for 18 hr. Add ethyl acetate and saturated aqueous sodium sulfite solution. Separate organics and wash one time with saturated aqueous sodium bicarbonate solution followed by saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate to give 4-bromo-5-methyl-3-trifluoromethyl-1H-pyrazole (1.50 g, 100%). GC-MS: m/z=229 [M+].

후처리

  1. waitat room temperature for 18 hr
  2. washSeparate organics and wash one time with saturated aqueous sodium bicarbonate solution
  3. dry with materialDry (magnesium sulfate)
  4. filtrationfilter
  5. concentrationconcentrate

출처 및 근거

ORD 기록
ord-33e599f9ee714cb982e2ab2c1ef6a0fd
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202873B2

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