2,5,6-Trichloropyridine-3-carboxamide → 2,5,6-Trichloronicotinonitrile

HRID 2189903노트

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HRID 2189903 반응식
[Cl:1][C:2]1[N:10]=[C:9]([Cl:11])[C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([NH2:6])=O>O=P(Cl)(Cl)Cl>[Cl:1][C:2]1[N:10]=[C:9]([Cl:11])[C:8]([Cl:12])=[CH:7][C:3]=1[C:4]#[N:6]

참가 물질

3

반응물 1

HCID 537509302,5,6-Trichloropyridine-3-carboxamide

생성물 1

HCID 229063392,5,6-Trichloronicotinonitrile수율 99.2%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

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온도
90 °C

실험 절차

A suspension of 2,5,6-trichloronicotinamide (Method 45, 2.3 g, 10.2 mmol) in POCl3 (20 ml) was heated to 90° C. for 1 hour. The reaction was then cooled to room temperature, and the POCl3 was removed under vacuum. The resulting residue was taken up in DCM (50 ml) and ice water (50 ml) was then added, followed by the careful addition of an aqueous solution of Na2CO3 until pH 8 was achieved. The organic fraction was then dried over Na2SO4, filtered, and concentrated to give the title compound (2.1 g, 80%) which was used without further purification. 1H NMR (400 MHz, CD3OD) δ 8.54 (s, 1H).

후처리

  1. temperatureThe reaction was then cooled to room temperature
  2. customthe POCl3 was removed under vacuum
  3. additionice water (50 ml) was then added
  4. additionfollowed by the careful addition of an aqueous solution of Na2CO3 until pH 8
  5. dry with materialThe organic fraction was then dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-edd9523f33944804b58d0ae1af88185f
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324252B2

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