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Water → N-(5-Methoxy-2-Phenoxyphenyl)methanesulfonamide

HRID 1031654
ノート
印刷プレビュー

反応式

HRID 1031654 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([O:15][CH3:16])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH3:17][S:18](Cl)(=[O:20])=[O:19].C(OCC)(=O)C.O>N1C=CC=CC=1>[CH3:17][S:18]([NH:1][C:2]1[CH:3]=[C:4]([O:15][CH3:16])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:20])=[O:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chlorideHCID 94298195-METHOXY-2-PHENOXYANILINE

生成物 1

HCID 10803650N-(5-Methoxy-2-Phenoxyphenyl)methanesulfonamide収率 91.9%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

10.0 g of 3-amino-4-phenoxyanisole was dissolved in 50 ml of pyridine. Thereto was dropwise added 5.59 g of methanesulfonyl chloride in 10 minutes with ice-cooling. The mixture was stirred for 1 hour at 20°-25° C. The reaction mixture was introduced into a mixture of 200 ml of ethyl acetate and 100 ml of water. The resulting organic layer was separated and washed with three 100-ml portions of 2N hydrochloric acid and then with a saturated aqueous sodium chloride solution. The organic layer was separated, dried with anhydrous magnesium sulfate, and subjected to distillation under reduced pressure to remove the solvent. The resulting crystal was recrystallized from isopropyl alcohol to obtain 12.5 g (yield: 91.9%) of 3-methylsulfonylamino4-phenoxyanisole having a melting point of 109.5°-111° C.

後処理

  1. customin 10 minutes
  2. temperaturecooling
  3. customThe resulting organic layer was separated
  4. washwashed with three 100-ml portions of 2N hydrochloric acid
  5. customThe organic layer was separated
  6. dry with materialdried with anhydrous magnesium sulfate
  7. distillationsubjected to distillation under reduced pressure
  8. customto remove the solvent
  9. customThe resulting crystal was recrystallized from isopropyl alcohol

出典と根拠

ORDレコード
ord-dc64d8a783fa4f1bab6cca134ccd6bd3
出典データセット
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04954518

反応ノート

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