Citric Acid → N-(4-Chlorophenyl)-3-methoxy-benzenesulfonamide

HRID 2079603

반응식

HRID 2079603 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([S:17](Cl)(=[O:19])=[O:18])[CH:14]=[CH:15][CH:16]=1.N1C=CC=CC=1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>ClCCl.O>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:17]([C:13]2[CH:14]=[CH:15][CH:16]=[C:11]([O:10][CH3:9])[CH:12]=2)(=[O:19])=[O:18])=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 1049PyridineHCID 78124-ChloroanilineHCID 27375043-Methoxybenzenesulfonyl chloride

생성물 1

HCID 57788151N-(4-Chlorophenyl)-3-methoxy-benzenesulfonamide

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

To a solution of 4-chloroaniline (400 mg, 3.13 mmol) in anhydrous dichloromethane (40 mL) were added 3-methoxybenzenesulfonyl chloride (648 mg, 3.13 mmol) followed by pyridine (297.2 mg, 3.76 mmol). The mixture was allowed to stir for 12 h at 25° C. 10% citric acid solution (20 mL) and water (20 mL) was added. The organic phase was dried (Na2SO4), and evaporated under reduced pressure yielding the title compound as solid which was used as such in the next step. Yield: 900 mg (96%). MS (m/e): 296 (M+−H); 1H-NMR (CDCl3, 400 MHz): δ 3.76 (s, 3H), 6.48 (brs, 1H), 7.0 (d, J=8.72 Hz, 2H), 7.06 (d, J=7.76 Hz, 1H), 7.21 (m, 3H), 7.32 (m, 2H).

후처리

  1. dry with materialThe organic phase was dried (Na2SO4)
  2. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-bf36f5f2bdfa42f99f69fd1332a065ac
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932269B2

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