Ammonium Chloride → 5-Chlorothiophene-3-sulfonic acid [2-(4-fluorophenyl)ethyl]-methyl-amide

HRID 1351297

反応式

HRID 1351297 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH3:21])[S:11]([C:14]2[CH:18]=[C:17]([Cl:19])[S:16][C:15]=2Cl)(=[O:13])=[O:12])=[CH:4][CH:3]=1.[Cl-].[NH4+]>O1CCCC1.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH3:21])[S:11]([C:14]2[CH:18]=[C:17]([Cl:19])[S:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 866009922,5-Dichlorothiophene-3-sulfonic acid [2-(4-fluorophenyl)ethyl]-methyl-amide

生成物 1

HCID 860714185-Chlorothiophene-3-sulfonic acid [2-(4-fluorophenyl)ethyl]-methyl-amide収率 90.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2,5-dichlorothiophene-3-sulfonic acid [2-(4-fluorophenyl)ethyl]-methyl-amide (1.14 g) in tetrahydrofuran (10 mL) was added dropwise a solution of 1.59M n-butyl lithium-hexane (2.3 mL) on an ice bath. After stirring for 30 minutes, an aqueous solution of saturated ammonium chloride was poured. After diluting with water, the solution was extracted with ethyl acetate. After the organic layer was washed with saturated sodium chloride water, and was dried with anhydrous sodium sulfate. The residue that was obtained upon removing the solvent by evaporation was purified by silica gel column chromatography (hexane/ethyl acetate), and the title compound (pale yellow oily substance) (939 mg) was obtained (contains impurities).

後処理

  1. extractionthe solution was extracted with ethyl acetate
  2. washAfter the organic layer was washed with saturated sodium chloride water
  3. dry with materialwas dried with anhydrous sodium sulfate
  4. customThe residue that was obtained
  5. customupon removing the solvent
  6. customby evaporation
  7. customwas purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-3c32f313937a495e8ccdb488b1af34ac
出典データセット
uspto-grants-2007_05
特許番号
US07217723B2

関連ノート

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