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Hydroxyamine hydrochloride → (NE)-N-[[6-bromo-7-[diethoxyphosphoryl(difluoro)methyl]quinolin-2-yl]methylidene]hydroxylamine

HRID 1920526
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HRID 1920526 반응식
[CH2:1]([O:3][P:4]([C:9]([C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][C:18]([CH:22]=O)=[N:19]2)=[CH:14][C:13]=1[Br:24])([F:11])[F:10])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].Cl.[NH2:26][OH:27].C([O-])(=O)C.[Na+].C(=O)([O-])O.[Na+]>C(O)C>[CH2:1]([O:3][P:4]([C:9]([C:12]1[CH:21]=[C:20]2[C:15]([CH:16]=[CH:17][C:18](/[CH:22]=[N:26]/[OH:27])=[N:19]2)=[CH:14][C:13]=1[Br:24])([F:11])[F:10])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]
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참가 물질

6

반응물 4

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 86638323HCID 86638323, 화합물

생성물 1

HCID 136390154(NE)-N-[[6-bromo-7-[diethoxyphosphoryl(difluoro)methyl]quinolin-2-yl]methylidene]hydroxylamine

시약·촉매·용매 1

HCID 702
Ethanol
용매

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온도
70 °C

실험 절차

To a stirred solution of diethyl[(6-bromo-2-formylquinolin-7-yl)(difluoro)methyl]phosphonate (525 mg, 1.244 mmol) [Example 8, Step 4] in ethanol (12 mL) at room temperature were added hydroxylamine hydrochloride (130 mg, 1.865 mmol) and sodium acetate (508 mg, 3.73 mmol). The reaction mixture was stirred at 70° C. for 1 hour. It was then poured into aqueous sodium hydrogen carbonate and extracted with ethyl acetate (100 mL), washed with aqueous sodium hydrogen carbonate (2×), brine, dried with MgSO4, and concentrated in vacuo to give crude diethyl[(6-bromo-2-[(E)-(hydroxyimino)methyl]quinolin-7-yl)(difluoro)methyl]phosphonate.

후처리

  1. extractionextracted with ethyl acetate (100 mL)
  2. washwashed with aqueous sodium hydrogen carbonate (2×), brine
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-611e18d872854a01876e8cb61f6f5934
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08168815B2

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