Piperazine → 1-(4,6-Dimethylpyridin-2-YL)piperazine

HRID 37860

반응식

HRID 37860 반응식
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.[Cl-].[Na+]>COCCOCCOC.O>[CH3:8][C:6]1[CH:5]=[C:4]([CH3:9])[N:3]=[C:2]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=1

참가 물질

6

반응물 3

HCID 4837PiperazineHCID 5234Sodium ChlorideHCID 125083782-Chloro-4,6-dimethylpyridine2회

생성물 1

HCID 233680631-(4,6-Dimethylpyridin-2-YL)piperazine

시약·촉매·용매 2

HCID 962Water용매HCID 8150Diglyme용매2회

실험 절차

A solution of 2-chloro-4,6-dimethylpyridine (30 g, 0.212 mol) in diglyme (100 mL) was added over 25-30 min. to a refluxing solution of anhydrous piperazine (147 g, 1.70 mol) in diglyme (150 mL). Heating was continued for 18 h (whereby TLC showed absence of 2-chloro-4,6-dimethylpyridine), then the mixture was cooled to room temperature and diluted with water (3 L). Sodium chloride (50 g) was added and the solution was extracted with ethyl acetate (300 mL×3); the combined extracts were washed with brine (200 mL), dried over anhydrous sodium sulfate and concentrated in vacuo (up to 110° C. & ˜15 mmHg; to remove maximum diglyme) to afford 1-(4,6-dimethyl-pyridin-2-yl)-piperazine (42 g, 103.3%, the G.C. spectrum showed 86.4% product, 10.7% diglyme, and 2.1% dimer.)

후처리

  1. temperatureHeating
  2. extractionthe solution was extracted with ethyl acetate (300 mL×3)
  3. washthe combined extracts were washed with brine (200 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo (up to 110° C.
  6. customto remove maximum diglyme)

출처 및 근거

ORD 기록
ord-7c8f3e190dd045068e2064d3e4637ddc
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524705B2

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