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

HRID 1031654
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HRID 1031654 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dc64d8a783fa4f1bab6cca134ccd6bd3
출처 데이터셋
uspto-grants-1990_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04954518

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