Sodium 4-bromobenzene-1-sulfinate → 4-(4-Bromo-benzenesulfonylmethyl)-2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazole

HRID 750979노트

반응식

HRID 750979 반응식
Cl[CH2:2][C:3]1[N:4]=[C:5]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([C:18]([F:21])([F:20])[F:19])=[O:17])=[CH:12][CH:11]=2)[O:6][CH:7]=1.[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([O-:31])=[O:30])=[CH:25][CH:24]=1.[Na+]>CN(C)C=O>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([CH2:2][C:3]2[N:4]=[C:5]([CH:8]=[CH:9][C:10]3[CH:15]=[CH:14][C:13]([S:16]([C:18]([F:21])([F:20])[F:19])=[O:17])=[CH:12][CH:11]=3)[O:6][CH:7]=2)(=[O:31])=[O:30])=[CH:25][CH:24]=1

참가 물질

4

반응물 2

HCID 23670685Sodium 4-bromobenzene-1-sulfinateHCID 692923894-Chloromethyl-2-[2-(4-trifluoromethylsulfinyl-phenyl)-vinyl]-oxazole

생성물 1

HCID 692919084-(4-Bromo-benzenesulfonylmethyl)-2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-chloromethyl-2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazole (0.5 g, 1.5 mmol) and sodium 4-bromobenzenesulfinate (0.72 g, 3 mmol) in N,N-dimethyl formamide (20 ml) was stirred for 3 h at 60° C. After cooling the mixture was poured onto water, extracted with ethyl acetate (3×50 ml), the combined organic layers were washed with water, dried over sodium sulfate, concentrated in vacuo and crystallized from ether yielding 4-(4-bromo-benzenesulfonylmethyl)-2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazole as white crystalline product. Yield 0.6 g (77%)

후처리

  1. temperatureAfter cooling the mixture
  2. additionwas poured onto water
  3. extractionextracted with ethyl acetate (3×50 ml)
  4. washthe combined organic layers were washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customcrystallized from ether

출처 및 근거

ORD 기록
ord-305d9fa1d3ae4372b692259c855eaa38
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405231B2

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