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Hydroxylamine → N'-hydroxy-4-phenoxybenzenecarboximidamide

HRID 2167321
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HRID 2167321 반응식
[O:1]([C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:16][OH:17]>C(O)C>[OH:17]/[N:16]=[C:12](\[NH2:13])/[C:11]1[CH:10]=[CH:9][C:8]([O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:15][CH:14]=1
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참가 물질

4

반응물 2

HCID 787HydroxylamineHCID 1378214-Phenoxybenzonitrile

생성물 1

HCID 21226048N'-hydroxy-4-phenoxybenzenecarboximidamide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In ethanol (5.0 mL), was combined 4-phenoxybenzonitrile (200 mg, 1.02 mmol) and hydroxylamine (250 μL, 4.09 mmol). The mixture was refluxed for 3 hours. The reaction was cooled and then concentrated in vacuo to give the product, which was taken to the next step without further purification (quantitative yield). 1H NMR (500 MHz, CDCL3) δ(ppm): 4.87 (2H, bs), 7.01 (2H, d, J=9.0 Hz), 7.03 (2H, dd, J=8.7, 1.1 Hz), 7.15 (2H, tt, J=7.4, 1.1 Hz), 7.36 (2H, dd, J=8.6, 7.3 Hz), 7.59 (2H, d, J=9.0 Hz). 13C NMR (125 MHz, CDCL3) δ(ppm): 118.6 (CH), 119.6 (CH), 124, 127.3, 127.6 (CH), 130.1 (CH), 152.5, 156.6, 159.3. MS (FAB+): 229 (MH+). HRMS for C13H12N2O2 (MH+): calculated: 229.0977; found 229.0977.

후처리

  1. temperatureThe mixture was refluxed for 3 hours
  2. temperatureThe reaction was cooled
  3. concentrationconcentrated in vacuo
  4. customto give the product, which
  5. customwas taken to the next step without further purification (quantitative yield)

출처 및 근거

ORD 기록
ord-bf520b9f38b24a71b75689ad644ebcdd
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045442B2

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