Sodium Hydroxide → 5-Amino-6-bromo-2-pyridinecarbonitrile

HRID 400574

반응식

HRID 400574 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[Br:10]Br.[OH-].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][C:7]=1[Br:10]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 38713955-Aminopyridine-2-carbonitrile

생성물 1

HCID 242138925-Amino-6-bromo-2-pyridinecarbonitrile수율 35.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

5-Aminopyridine-2-carbonitrile (2.38 g, 20 mmol) was dissolved in 6 mL of glacial acetic acid. A solution of bromine (1 mL, 20 mmol) in 2.5 mL of glacial acetic acid was added dropwise over a period of 30 minutes while the room temperature was maintained with a water bath. The resulting slurry was stirred for 1 hour at room temperature, treated with 50 mL of aqueous 20% sodium hydroxide solution and extracted with three 160 mL portions of dichloromethane. The combined organic layers were dried over sodium sulfate (Na2SO4), filtered, and concentrated in vacuo. The residue was purified by crystallization from ethyl acetate-hexanes to give 5-amino-6-bromopyridine-2-carbonitrile (1.42 g, 35% yield).

후처리

  1. temperaturewas maintained with a water bath
  2. extractionextracted with three 160 mL portions of dichloromethane
  3. dry with materialThe combined organic layers were dried over sodium sulfate (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by crystallization from ethyl acetate-hexanes

출처 및 근거

ORD 기록
ord-3f12eec8677b4ebf8019de91e1881cd1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741897B2

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