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

HRID 72649

反応式

HRID 72649 の反応式
[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]

参加物

5

反応物 2

HCID 10340Sodium CarbonateHCID 67994885HCID 67994885、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-dcb7d44e2b8a44259ad7ba17e15535d8
出典データセット
uspto-grants-2014_09
特許番号
US08829003B2

関連ノート

読み込み中…