4-Ethenylbenzonitrile → N-Hydroxy-4-vinyl-benzamidine

HRID 1948514

반응식

HRID 1948514 반응식
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)=[CH2:2].Cl.[NH2:12][OH:13].C(=O)(O)[O-].[Na+]>CC(O)C.C(OCC)(=O)C>[OH:13][N:12]=[C:7]([NH2:8])[C:6]1[CH:9]=[CH:10][C:3]([CH:1]=[CH2:2])=[CH:4][CH:5]=1

참가 물질

6

반응물 3

HCID 769674-EthenylbenzonitrileHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 74440816N-Hydroxy-4-vinyl-benzamidine수율 96.7%

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a mixture of 4-vinylbenzonitrile (4.36 g, 33.8 mmol) and hydroxylamine hydrochloride (4.69 g, 67.5 mmol) in 2-propanol (50 mL) was added sodium bicarbonate (11.34 g, 135 mmol). The reaction mixture was heated at 80° C. for 2 hours. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried MgSO4, filtered, and concentrated to yield 5.3 g of N′-hydroxy-4-vinylbenzimidamide. MS (m+1)=163. HPLC Peak RT=0.53 minutes (Analytical Method B).

후처리

  1. washwashed with water
  2. filtrationfiltered
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9cd4ae3661cf457e8a0ec17500c06b94
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399451B2

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