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Dichloromethane → N-(1-methyl-piperidin-4-yl)-4-nitro-benzenesulfonamide

HRID 2111415
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HRID 2111415 반응식
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.C(N(C(C)C)C(C)C)C.ClCCl.[N+:21]([C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1)([O-:23])=[O:22]>C(OCC)(=O)C>[CH3:8][N:5]1[CH2:6][CH2:7][CH:2]([NH:1][S:30]([C:27]2[CH:26]=[CH:25][C:24]([N+:21]([O-:23])=[O:22])=[CH:29][CH:28]=2)(=[O:31])=[O:32])[CH2:3][CH2:4]1
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참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 74044-Nitrobenzenesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 27375314-Amino-1-methylpiperidine

생성물 1

HCID 22772515N-(1-methyl-piperidin-4-yl)-4-nitro-benzenesulfonamide수율 91.1%

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of 0.570 g (0.00477 mole) of 4-amino-1-methylpiperidine, 1.5 mL of ethyldiisopropylamine and 20 mL of dichloromethane at 0 degrees, was added 1.000 g (0.00451 mole) of 4-nitrobenzenesulfonyl chloride. The mixture was stirred for 1 hour and then diluted with 100 mL of ethyl acetate and washed successively twice with 20 mL of saturated sodium bicarbonate solution, twice with 20 mL of brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 1.23 g of N-(1-methyl-piperidin-4-yl)-4-nitro-benzenesulfonamide as a yellow solid. The material was used without further purification.

후처리

  1. washwashed successively twice with 20 mL of saturated sodium bicarbonate solution, twice with 20 mL of brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e8a11b5be3d04c02a8c6e21261e602c5
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07517873B2

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