Sodium Carbonate → 2-((6-Methoxy-5-nitropyridin-3-yl)methylsulfonyl)acetic acid

HRID 72649

반응식

HRID 72649 반응식
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][S:10]([CH2:13][C:14]([O-:16])=[O:15])(=[O:12])=[O:11])=[CH:5][C:4]=1[N+:17]([O-:19])=[O:18].C(=O)([O-])[O-].[Na+].[Na+]>O.CO>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH2:9][S:10]([CH2:13][C:14]([OH:16])=[O:15])(=[O:12])=[O:11])=[CH:5][C:4]=1[N+:17]([O-:19])=[O:18]

참가 물질

5

반응물 2

HCID 10340Sodium CarbonateHCID 67994885HCID 67994885, 화합물

생성물 1

HCID 679948792-((6-Methoxy-5-nitropyridin-3-yl)methylsulfonyl)acetic acid수율 98.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A solution of 2-((6-methoxy-5-nitropyridin-3-yl)methylsulfonyl)acetate (1.83 g, 6 mmol) and sodium carbonate (1.8 g, 15 mmol) in a mixture of water (10 mL) and methanol (10 mL) was stirred at room temperature for 4 hours. After evaporated to dryness, the residue was acidized by dropwise addition of 1N aq. HCl. White solid was precipitated gradually as pH was brought to 2 and filtrated to give the pure product (1.72 g, 98.7%). M.p. 183-186° C.; 1H-NMR (DMSO-d6): δ 4.06 (s, 3H, OCH3), 4.13 (s, 2H, CH2), 4.79 (s, 2H, CH2), 8.48 (d, 1H J=2.0 Hz, Py-H), 8.50 (d, 1H, J=2.0 Hz, Py-H); 13C-NMR (DMSO-d6): δ 55.07, 55.41, 57.15, 118.45, 133.64, 137.96, 154.26, 156.23, 164.88; HR-MS (ESI+) m/z: 289.0064 [M+H]+; C9H10N2O7S requires 290.0209

후처리

  1. customAfter evaporated to dryness
  2. additionthe residue was acidized by dropwise addition of 1N aq. HCl
  3. customWhite solid was precipitated gradually as pH
  4. filtrationfiltrated

출처 및 근거

ORD 기록
ord-dcb7d44e2b8a44259ad7ba17e15535d8
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829003B2

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