Sodium hydride → HCID 58626050, 화합물

HRID 131387

반응식

HRID 131387 반응식
F[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[NH2:13][C:14]1[S:15][CH:16]=[CH:17][C:18]=1[C:19]#[N:20].[H-].[Na+]>C1COCC1>[F:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([NH:13][C:14]2[S:15][CH:16]=[CH:17][C:18]=2[C:19]#[N:20])=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydride2회HCID 750121,2,4-Trifluoro-5-nitrobenzeneHCID 7366072-Aminothiophene-3-carbonitrile

생성물 1

HCID 58626050HCID 58626050, 화합물수율 59.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Combine 2,4,5-trifluoro-nitrobenzene (5.00 g, 24.24 mmol), 2-aminothiophene-3-carbonitrile (3.51 g, 28.24 mmol), and anhydrous THF (30.0 ml). Cool the mixture to 10° and then slowly add NaH (2.26 g, 56.47 mmol, 60% dispersion in mineral oil) while keeping the temperature less than 10°. Warm the mixture to ambient temperature after NaH addition is complete. Stir the mixture at ambient temperature for 24 hours and then pour it onto ice chips. Extract the aqueous with ethyl acetate and then wash (brine), dry (sodium sulfate), and reduce the organic to residue. Purify the residue on silica gel using hexanes/dichloromethane (35:65) to give 4.06 g (51%) of the title compound as a red solid: mass spectrum (ion spray): m/z=280.0 (M−1).

후처리

  1. temperatureCool the mixture to 10°
  2. customthe temperature less than 10°
  3. additionpour it onto ice chips
  4. extractionExtract the aqueous with ethyl acetate
  5. washwash (brine)
  6. dry with materialdry (sodium sulfate)
  7. customPurify the residue on silica gel

출처 및 근거

ORD 기록
ord-f77bc77ed57b4ba6a85f9220e50896c2
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384934B2

연결된 노트

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