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4-Nitrobenzenesulfonyl chloride → HCID 8194946, 화합물

HRID 237020
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HRID 237020 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:14]1([CH3:26])[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.C(N(CC)CC)C>O1CCCC1>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:23]2[CH2:24][CH2:25][N:20]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[CH3:26])[CH2:21][CH2:22]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 919652-Mepp

생성물 1

HCID 8194946HCID 8194946, 화합물수율 74%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 7.88 g (0.0356 m) of p-nitrobenzenesulfonylchloride, 6.27 g (0.0356 m) of 1-(o-tolyl)piperazine, 4.96 ml (0.0356 m) of triethylamine, and 100 ml of tetrahydrofuran is stirred at room temperature for 18 hours. The solvent is then removed in vacuo and the residue is extracted with methylene chloride/aqueous sodium bicarbonate and brine. The organic layer is filtered through sodium sulfate and taken to dryness. Crystallization from methylene chloride/Skellysolve® B hexanes gives 9.51 g of 1-[(p-nitrophenyl)sulfonyl]-4-(o-methylphenyl)piperazine of melting point 176°-177.5° C. and 1.33 g of a second crop (84%).

후처리

  1. customThe solvent is then removed in vacuo
  2. extractionthe residue is extracted with methylene chloride/aqueous sodium bicarbonate and brine
  3. filtrationThe organic layer is filtered through sodium sulfate
  4. customCrystallization from methylene chloride/Skellysolve® B hexanes

출처 및 근거

ORD 기록
ord-68620448e76d48e1af60d0f3ad72d1a5
출처 데이터셋
uspto-grants-1979_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04159331

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