Hydrochloric Acid → 3-{[(2,6-Difluorophenyl)amino]sulfonyl}benzoic acid

HRID 1951494

反応式

HRID 1951494 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][S:10]([C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([O:18]CC)=[O:17])(=[O:12])=[O:11].C(O)C.[OH-].[Na+].Cl>O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][S:10]([C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][CH:23]=1)[C:16]([OH:18])=[O:17])(=[O:12])=[O:11]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 66676178Ethyl 3-{[(2,6-difluorophenyl)amino]sulfonyl}benzoate

生成物 1

HCID 244221893-{[(2,6-Difluorophenyl)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 (8 mL) followed by a solution of 50% NaOH (0.96 g, 12.1 mmol) in water (8 mL). The reaction was stirred at ambient temperature for 1.5 hours. To the mixture was added dropwise 1 N HCl (28 mL), and the mixture was stirred at ambient temperature overnight. The solids were collected by filtration, washed with water (2×5 mL), and dried in a vacuum oven at 50° C. overnights to give 3-{[(2,6-difluorophenyl)amino]sulfonyl}benzoic acid: 1H NMR (400 MHz, DMSO-d6) δ ppm 7.11 (t, J=8.1 Hz, 2H), 7.33-7.41 (m, 1H), 7.71 (t, J=7.7 Hz, 1H), 7.92 (dt, J=8.4, 1.1 Hz, 1H), 8.19 (dt, J=7.8, 1.1 Hz, 1H), 8.27 (t, J=1.51 Hz, 1H), 10.20 (s, 1H), 13.48 (s, 1H); MS (ESI) m/z 312 (M−H)−.

後処理

  1. stirringthe mixture was stirred at ambient temperature overnight
  2. filtrationThe solids were collected by filtration
  3. washwashed with water (2×5 mL)
  4. customdried in a vacuum oven at 50° C. overnights

出典と根拠

ORDレコード
ord-652c2017a7634490ac1a2f659ab329e1
出典データセット
uspto-grants-2013_03
特許番号
US08404719B2

関連ノート

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