Ammonium Chloride → 2,5,6-Trichloronicotinonitrile

HRID 75944노트

반응식

HRID 75944 반응식
[Cl:1][C:2]1[N:9]=[C:8]([Cl:10])[C:7]([Cl:11])=[C:6](Cl)[C:3]=1[C:4]#[N:5].[NH4+].[Cl-]>CO.C1COCC1.[Zn]>[Cl:1][C:2]1[N:9]=[C:8]([Cl:10])[C:7]([Cl:11])=[CH:6][C:3]=1[C:4]#[N:5]

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 7286742,4,5,6-Tetrachloronicotinonitrile

생성물 1

HCID 229063392,5,6-Trichloronicotinonitrile수율 71.1%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 21899815MeOH tetrahydrofuran용매

실험 절차

To a solution of 2,4,5,6-tetrachloronicotinonitrile (7.6 g, 31.4 mmol) in MeOH/THF (230 ml/230 ml) was added zinc dust (4.0 g, 62.8 mmol) slowly at 0° C. and the saturated NH4Cl solution (105 ml) and the mixture was stirred for 30 minutes. TLC indicated that the reaction is complete. Saturated NH4OAc solution (180 ml) was added to the mixture and the mixture was allowed to stir at room temperature for 30 minutes. The mixture was filtered and was washed with EtOAc (500 ml). The filtrate was washed with brine and dried and concentrated to give a solid. ISCO column purification gave the title compound (4.63 g, 71%). 1H NMR (CDCl3): δ 8.97 (s, 1H).

후처리

  1. filtrationThe mixture was filtered
  2. washwas washed with EtOAc (500 ml)
  3. washThe filtrate was washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto give a solid
  7. customISCO column purification

출처 및 근거

ORD 기록
ord-c37fb263623b4be2838022fe009a53b2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835465B2

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