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Triethylamine → N,N-dimethyl-N'-(3-cyanomethoxyphenyl)-sulfamide

HRID 1106773
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HRID 1106773 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[O:5][CH2:6][C:7]#[N:8].C(N(CC)CC)C.[CH3:19][N:20]([CH3:25])[S:21](Cl)(=[O:23])=[O:22]>C1COCC1>[CH3:19][N:20]([CH3:25])[S:21]([NH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:4]([O:5][CH2:6][C:7]#[N:8])[CH:3]=1)(=[O:23])=[O:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chlorideHCID 187896992-(3-Aminophenoxy)acetonitrile

생성물 1

HCID 18789586N,N-dimethyl-N'-(3-cyanomethoxyphenyl)-sulfamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (3-aminophenoxy)-acetonitrile (1.5 g, from Example 1), triethylamine (3.22 mL) in THF (35 mL) was added dimethylsulfamoyl chloride (4.2 mL) dropwise over 10 min. After stirring at room temperature for 1 hr, the solvent was evaporated and the residue was partitioned between dichloromethane and water. The organic layer was washed with 5% HCl solution and dried over magnesium sulfate. After evaporation of the solvent, the residue was purified by flash chromatography on silica gel eluting with ethyl acetate:dichloromethane (10:90) to give N,N-dimethyl-N'-(3-cyanomethoxyphenyl)-sulfamide (1.11 g).

후처리

  1. customthe solvent was evaporated
  2. customthe residue was partitioned between dichloromethane and water
  3. washThe organic layer was washed with 5% HCl solution
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was purified by flash chromatography on silica gel eluting with ethyl acetate:dichloromethane (10:90)

출처 및 근거

ORD 기록
ord-4968e67a297649c7a0512378ca684611
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06057349

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