Water → 3,4-Dibromo-6-(trifluoromethyl)pyridazine

HRID 1400085노트

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HRID 1400085 반응식
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[N:4][C:3]=1O.P(Br)(Br)([Br:15])=O.O.C(=O)([O-])O.[Na+]>ClCCl>[Br:15][C:3]1[N:4]=[N:5][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][C:2]=1[Br:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 24613Phosphorus oxybromideHCID 516892Sodium BicarbonateHCID 178518920HCID 178518920, 화합물

생성물 1

HCID 592333853,4-Dibromo-6-(trifluoromethyl)pyridazine수율 46%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
60 °C

실험 절차

A mixture of 4-bromo-6-trifluoromethyl-pyridazin-3-ol (D3) (4.0 g, 16.4 mmol) and phosphorus oxybromide (28.2 g, 98.4 mmol) was stirred at 60° C. for 4 h. After this period, the reaction mixture was poured into a mixture of ice and water, diluted with dichloromethane and neutralized with a saturated solution of sodium hydrogen carbonate. The organic layer was separated, dried (MgSO4) and the solvent evaporated in vacuo. The crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane). The desired fractions were collected and evaporated in vacuo. to yield D5 (2.28 g, 46%) as a solid. C5HBr2F3N2 requires 305; Found 306 (MH+).

후처리

  1. waitAfter this period
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. customthe solvent evaporated in vacuo
  5. customThe crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane)
  6. customThe desired fractions were collected
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-5e5d8b9d9bb84c4eae55723d312a8f7e
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906921B2

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