Bromine → 2-Bromo-5-iodo-3-methylpyridine

HRID 226356

반응식

HRID 226356 반응식
[I:1][C:2]1[CH:3]=[C:4]([CH3:9])[C:5](N)=[N:6][CH:7]=1.[Br:10]Br.N([O-])=O.[Na+]>Br.[OH-].[Na+]>[Br:10][C:5]1[C:4]([CH3:9])=[CH:3][C:2]([I:1])=[CH:7][N:6]=1

참가 물질

6

반응물 3

HCID 24408BromineHCID 9595865-Iodo-3-methylpyridin-2-amineHCID 23668193Sodium Nitrite

생성물 1

HCID 101086802-Bromo-5-iodo-3-methylpyridine

시약·촉매·용매 2

HCID 260Hydrogen Bromide용매HCID 14798Sodium Hydroxide용매

반응 조건

온도
5 °C

실험 절차

To a suspension of 5-iodo-3-methyl-2-pyridinamine (7.0 g) in 47% hydrobromic acid was successively added bromine (2.31 mL) and aq solution of NaNO2 (5.16 g), the temperature being kept below 0° C. during addition. The reaction mixture was stirred for 1 hour at 5° C. and warmed to ambient temperature. The reaction was continued for 4 hours at ambient temperature and the mixture was diluted with NaOH(18 g in water 150 mL) and extracted with AcOEt. The organic phase was washed with 5% Na2S2O3 aq solution, water, and brine, and dried over Na2SO4. The solvent was removed in vacuo, and the residue was purified by silica gel column chromatography eluted with chloroform to give 2-bromo-5-iodo-3-methylpyridine (2.95 g) as pale yellow powder.

후처리

  1. additionthe temperature being kept below 0° C. during addition
  2. temperaturewarmed to ambient temperature
  3. waitThe reaction was continued for 4 hours at ambient temperature
  4. extractionextracted with AcOEt
  5. washThe organic phase was washed with 5% Na2S2O3 aq solution, water, and brine
  6. dry with materialdried over Na2SO4
  7. customThe solvent was removed in vacuo
  8. customthe residue was purified by silica gel column chromatography
  9. washeluted with chloroform

출처 및 근거

ORD 기록
ord-77145dc0d6684217ad974489d65548d0
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557127B2

연결된 노트

불러오는 중…