Triethylamine → N-cyclohexyl-N'-hexadecylsulfamide

HRID 640032

반응식

HRID 640032 반응식
[CH:1]1([NH:7][S:8](Cl)(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:12]([NH2:28])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(N(CC)CC)C.C([O-])([O-])=O.[Na+].[Na+]>ClCCl>[CH:1]1([NH:7][S:8]([NH:28][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8926HexadecylamineHCID 10340Sodium CarbonateHCID 12914615Cyclohexylsulfamyl chloride

생성물 1

HCID 68579003N-cyclohexyl-N'-hexadecylsulfamide수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

A solution of 13.6 g of the cyclohexylsulfamoyl chloride (69 mmol) in 100 mL of dichloromethane is added under argon atmosphere to a solution of 1-hexadecylamine (19.9 g, 82 mmol) and triethylamine (47.5 mL, 340 mmol) in 300 mL of dichloromethane. The reaction mixture is stirred 5 hours at 0° C., neutralized with an aqueous Na2CO3 solution and concentrated under reduced pressure. The residue is taken up in dichloromethane (800 mL). The organic components are successively washed with diluted hydrochloric aqueous solution, NaHCO3 aqueous solution and brine, dried (Na2SO4), and concentrated under reduced pressure. The residue is suspended in ether, filtered through Büchner, and the precipitate is washed two times with 100 ml of ether to yield a white powder of N-cyclohexyl-N′-hexadecylsulfamide (21.8 g, 79%).

후처리

  1. concentrationconcentrated under reduced pressure
  2. washThe organic components are successively washed
  3. additionwith diluted hydrochloric aqueous solution, NaHCO3 aqueous solution and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under reduced pressure
  6. filtrationfiltered through Büchner
  7. washthe precipitate is washed two times with 100 ml of ether

출처 및 근거

ORD 기록
ord-2ce0015573b343abbf3d7d36d0f5e3e1
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691929B2

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