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

HRID 22765ノート

反応式

HRID 22765 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f654829ee46b47468eb0b6f8ed977fb2
出典データセット
uspto-grants-2005_02
特許番号
US06849635B2

反応ノート

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