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Dimethylformamide → 6-chloropyrazine-2-carboxamide

HRID 1819362
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인쇄 미리보기

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HRID 1819362 반응식
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[C-]#N.[K+].C[N:13]([CH:15]=[O:16])C>O>[Cl:8][C:4]1[N:3]=[C:2]([C:15]([NH2:13])=[O:16])[CH:7]=[N:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 785042,6-Dichloropyrazine

생성물 1

HCID 12825296-chloropyrazine-2-carboxamide수율 32%

시약·촉매·용매 1

HCID 962Water용매2회

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온도
100 °C

실험 절차

To a solution of 2,6-dichloropyrazine (50 mg, 0.34 mmol) in DMF (1 mL) was added a solution of potassium cyanide (24 mg, 0.37 mmol) in H2O (1 mL). After stirring for 3 h at 100° C., the reaction mixture was cooled to r.t., poured into H2O (10 mL) and extracted with EtOAc three times. The combined organic layer was dried over MgSO4, filtered and concentrated. The crude product was purified by column chromatography (silica gel, EtOAc:Hexane, 3:7) to give 15 mg of the desired product. Yield: 32%.

후처리

  1. temperaturethe reaction mixture was cooled to r.t.
  2. extractionextracted with EtOAc three times
  3. dry with materialThe combined organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product was purified by column chromatography (silica gel, EtOAc:Hexane, 3:7)

출처 및 근거

ORD 기록
ord-9e0f0398cae6462da726ec20f7bfbc89
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601742B2

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