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Sodium Carbonate → 3-(1,3-Dioxolan-2-yl)thiophene-2-amidoxime

HRID 8709
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HRID 8709 반응식
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:10]=[CH:9][S:8][C:7]=1[C:11]#[N:12].Cl.[NH2:14][OH:15].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[CH:10]=[CH:9][S:8][C:7]=1[C:11](=[N:14][OH:15])[NH2:12]
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참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 219838583-(1,3-Dioxolan-2-yl)thiophene-2-carbonitrile

생성물 1

HCID 738578633-(1,3-Dioxolan-2-yl)thiophene-2-amidoxime

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
40 °C

실험 절차

To a solution of the foregoing nitrile (5.0 g, 27.59 mmol) in ethanol (20 ml) was added a solution of hydroxylamine hydrochloride (3.7 equivalents) and sodium carbonate (1.7 equivalents) in water (50 ml). The resulting mixture was heated to 40° C. for 5 h, then cooled to room temperature. The colourless precipitate was isolated by filtration, dried under a stream of air and azeotroped with toluene (2×) to give 3-(1,3-dioxolan-2-yl)thiophene-2-amidoxime as an off-white solid (4.36 g). 1H NMR (DMSO-d6): δ 9.83 (1H, s), 7.48 (1H, d, J 5.18), 7.15 (1H, d, J 5.18), 6.05 (1H, s), 5.77 (2H, bs), 4.05 (2H, m), 3.91 (2H, m).

후처리

  1. temperaturecooled to room temperature
  2. customThe colourless precipitate was isolated by filtration
  3. customdried under a stream of air
  4. customazeotroped with toluene (2×)

출처 및 근거

ORD 기록
ord-b618b7543ade454d9f721a3b5599266c
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07091209B2

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