Hydrochloric Acid → 3-{[(3-Fluorophenyl)amino]sulfonyl}benzoic acid

HRID 421755

反応式

HRID 421755 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:8][S:9]([C:12]2[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=2)[C:15]([O:17]CC)=[O:16])(=[O:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.C(O)C.[OH-].[Na+].Cl>O>[F:1][C:2]1[CH:3]=[C:4]([NH:8][S:9]([C:12]2[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=2)[C:15]([OH:17])=[O:16])(=[O:10])=[O:11])[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 66676257Ethyl 3-{[(3-fluorophenyl)amino]sulfonyl}benzoate

生成物 1

HCID 7665363-{[(3-Fluorophenyl)amino]sulfonyl}benzoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To the product of Step A was added ethanol (6.4 mL) followed by a solution of NaOH (0.483 g, 12.1 mmol) in water (6.4 mL). The reaction was stirred at ambient temperature for 1 hour. To the mixture was added 1 N HCl (22.8 mL), and the mixture stirred at ambient temperature overnight. The solids were collected by filtration, washed with water (2×4 mL) and dried in a vacuum oven at 45° C. overnights to give 3-{[(3-fluorophenyl)amino]sulfonyl}benzoic acid: 1H NMR (400 MHz, DMSO-d6) δ ppm 13.51 (bs, 1H), 10.68 (bs, 1H), 8.30 (t, J=1.8, 1H), 8.14 (dt, J=7.7, 1.4, 1H), 7.99 (ddd, J=7.8, 2.0, 1.1, 1H), 7.70 (t, J=7.8, 1H), 7.27 (m, 1H), 6.94-6.82 (m, 3H); MS (ESI) m/z 294 (M−H)−.

後処理

  1. stirringthe mixture stirred at ambient temperature overnight
  2. filtrationThe solids were collected by filtration
  3. washwashed with water (2×4 mL)
  4. customdried in a vacuum oven at 45° C. overnights

出典と根拠

ORDレコード
ord-f135212402e8405f929813b98d8a67cb
出典データセット
uspto-grants-2012_01
特許番号
US08101614B2

関連ノート

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