Methanol → Benzoic acid, 3-(aminosulfonyl)-, methyl ester

HRID 877644

反応式

HRID 877644 の反応式
[S:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=[O:4])(=[O:3])[NH2:2].S(=O)(=O)(O)O.[CH3:19]O>>[S:1]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([O:10][CH3:19])=[O:9])(=[O:3])(=[O:4])[NH2:2]

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2293523-Sulfamoylbenzoic acid

生成物 1

HCID 108836Benzoic acid, 3-(aminosulfonyl)-, methyl ester収率 70.2%

実験手順

3-sulfamoylbenzoic acid (150 mg, 0.746 mmol) was refluxed in the presence of concentrated Sulfuric acid (4.82 mg, 0.037 mmol) in methanol (5 mL) at 70° C. for overnight. Reaction was monitored by TLC. After completion of the reaction, Solvent was removed by vacuum and then compound was purified by flash chromatography afforded the methyl 3-sulfamoylbenzoate (115 mg, 0.524 mmol, 70.2% yield) as a solid. 1H NMR (CDCl3, 400 MHz): δ 8.53 (m, 1H), 8.18 (d, 1H, J=8.0 Hz), 8.08 (d, 1H, J=7.6 Hz), 7.57 (t, 1H, J=8.0 Hz), 3.92 (s, 3H). Mass [M+H]+:216.0

後処理

  1. customReaction
  2. customAfter completion of the reaction, Solvent
  3. customwas removed by vacuum
  4. customcompound was purified by flash chromatography

出典と根拠

ORDレコード
ord-c301bfade95548faad1260a5ce847710
出典データセット
uspto-grants-2015_03
特許番号
US08987335B2

関連ノート

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