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Triethylamine → 1-[(6-Chlorobenzo[b]thien-2-yl)sulfonyl]-3-ethylpiperazine

HRID 352801
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HRID 352801 반응식
Cl.[CH2:2]([CH:4]1[CH2:9][NH:8][CH2:7][CH2:6][NH:5]1)[CH3:3].[Cl:10][C:11]1[CH:12]=[CH:13][C:14]2[CH:18]=[C:17]([S:19](Cl)(=[O:21])=[O:20])[S:16][C:15]=2[CH:23]=1.C(N(CC)CC)C>C(Cl)Cl.O>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]2[CH:18]=[C:17]([S:19]([N:8]3[CH2:7][CH2:6][NH:5][CH:4]([CH2:2][CH3:3])[CH2:9]3)(=[O:21])=[O:20])[S:16][C:15]=2[CH:23]=1
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 151586416-Chlorobenzo[b]thiophene-2-sulfonyl chlorideHCID 227107862-Ethyl piperazine hydrochloride

생성물 1

HCID 227097651-[(6-Chlorobenzo[b]thien-2-yl)sulfonyl]-3-ethylpiperazine

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane
용매
2회

실험 절차

To a methylene chloride solution (30 ml) of 2-ethylpiperazine hydrochloride (307 mg) was added (6-chlorobenzo[b]thien-2-yl)sulfonyl chloride (438 mg) and triethylamine (498 mg). The resulting mixture was stirred at room temperature for 26 hours. Distilled water and methylene chloride were added and the water layer was extracted three times. The organic layers were combined, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent. The residue was subjected to chromatography on a silica gel column (methanol:methylene chloride=1:20), whereby the title compound (255 mg) was obtained as a pale yellow oil. MS (FAB) m/z: 345 [(M+H)+, Cl35], 347 [(M+H)+, Cl37]. 1H-NMR (CDCl3) δ: 0.95(3H,t,J=7.8 Hz), 1.24-1.46(2H,m), 2.16(1H,t,J=10.7 Hz), 2.54(1H,dt,J=2.9,11.2 Hz), 2.65-2.75(1H,m), 2.95(1H,dt,J=2.9,11.2 Hz), 3.04-3.10(1H,m), 3.65-3.72(2H,m), 7.43(1H,dd,J=8.8,2.0 Hz), 7.75(1H,s), 7.81(1H,d,J=8.8 Hz), 7.86(1H,s).

후처리

  1. extractionthe water layer was extracted three times
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationdistilled under reduced pressure
  4. customto remove the solvent
  5. customwas obtained as a pale yellow oil

출처 및 근거

ORD 기록
ord-9c199f4918ce48d193de41e6e877a036
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06747023B1

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