4-(3-Chloro-2-cyanophenoxy)benzenesulfonyl chloride → 4-(3-chloro-2-cyano-phenoxy)-N-[3-(2-dimethylamino-ethoxy)-4-trifluoromethyl-phenyl]-benzenesulfonamide

HRID 22765노트

반응식

HRID 22765 반응식
[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([NH2:16])[CH:9]=[CH:10][C:11]=1[C:12]([F:15])([F:14])[F:13].[Cl:18][C:19]1[C:20]([C:36]#[N:37])=[C:21]([CH:33]=[CH:34][CH:35]=1)[O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1>C(Cl)(Cl)Cl>[Cl:18][C:19]1[C:20]([C:36]#[N:37])=[C:21]([CH:33]=[CH:34][CH:35]=1)[O:22][C:23]1[CH:24]=[CH:25][C:26]([S:29]([NH:16][C:8]2[CH:9]=[CH:10][C:11]([C:12]([F:13])([F:14])[F:15])=[C:6]([O:5][CH2:4][CH2:3][N:2]([CH3:17])[CH3:1])[CH:7]=2)(=[O:30])=[O:31])=[CH:27][CH:28]=1

참가 물질

4

반응물 2

HCID 27769174-(3-Chloro-2-cyanophenoxy)benzenesulfonyl chlorideHCID 17756283Benzenamine, 3-[2-(dimethylamino)ethoxy]-4-(trifluoromethyl)-

생성물 1

HCID 101657614-(3-chloro-2-cyano-phenoxy)-N-[3-(2-dimethylamino-ethoxy)-4-trifluoromethyl-phenyl]-benzenesulfonamide

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a mixture of 3-(2-dimethylamino-ethoxy)-4-trifluoromethyl-phenylamine (0.10 g, 0.4 mmol) in CHCl3 (2.5 mL) was added 4-(3-chloro-2-cyano-phenoxy) benzenesulfonyl chloride (0.13 g, 0.4 mmol) at rt. After stirring at rt for 72 h, the solvent was evaporated and the residue was purified by vacuum filtration through silica gel eluting successively with 4% MeOH in CH2Cl2 and 10% MeOH in CH2Cl2 followed by a mixture of CH2Cl2, MeOH and conc. NH4OH (90:10:1). The solvent was removed from the desired fractions and the residue was recrystallized from a mixture of MeOH and EtOAc to afford the title compound as a white solid; yield 0.01 g (5%): LCMS 540 (M++H).

후처리

  1. customthe solvent was evaporated
  2. filtrationthe residue was purified by vacuum filtration through silica gel eluting successively with 4% MeOH in CH2Cl2 and 10% MeOH in CH2Cl2
  3. additionfollowed by a mixture of CH2Cl2, MeOH and conc. NH4OH (90:10:1)
  4. customThe solvent was removed from the desired fractions
  5. customthe residue was recrystallized from a mixture of MeOH and EtOAc

출처 및 근거

ORD 기록
ord-f654829ee46b47468eb0b6f8ed977fb2
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849635B2

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