Pyridine → 5-[4-(4-tert-Butyl-phenoxy)-phenylsulfamoyl]-2-methyl-benzoic acid

HRID 855986

反応式

HRID 855986 の反応式
[C:1]([C:5]1[CH:18]=[CH:17][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl[S:20]([C:23]1[CH:24]=[CH:25][C:26]([CH3:32])=[C:27]([CH:31]=1)[C:28]([OH:30])=[O:29])(=[O:22])=[O:21].N1C=CC=CC=1>O1CCCC1.C(OCC)(=O)C>[C:1]([C:5]1[CH:18]=[CH:17][C:8]([O:9][C:10]2[CH:11]=[CH:12][C:13]([NH:16][S:20]([C:23]3[CH:24]=[CH:25][C:26]([CH3:32])=[C:27]([CH:31]=3)[C:28]([OH:30])=[O:29])(=[O:22])=[O:21])=[CH:14][CH:15]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 3

HCID 1049PyridineHCID 824984-(4-Tert-butylphenoxy)anilineHCID 3084495-(Chlorosulfonyl)-2-methylbenzoic acid

生成物 1

HCID 589370405-[4-(4-tert-Butyl-phenoxy)-phenylsulfamoyl]-2-methyl-benzoic acid収率 82%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 4-(4-tert-butyl-phenoxy)-phenylamine (0.1 g, 0.41 mmol). 5-chlorosulfonyl-2-methylbenzoic acid (0.097 g, 0.41 mmol) and pyridine (0.1 ml, 1.24 mmol) in 2 ml anhydrous tetrahydrofuran was heated at 60° C. for 2 hr. The reaction mixture was cooled to room temperature and diluted with 30 ml ethyl acetate. The ethyl acetate solution was washed sequentially with 25 ml 1N aqueous hydrochloric acid solution and 25 ml brine, dried (anhydrous sodium sulfate) and concentrated to dryness under reduced pressure. The crude product was purified by preparative thick layer chromatography (silica gel), eluting with 9:1 chloroform/methanol to yield the title compound.

後処理

  1. washThe ethyl acetate solution was washed sequentially with 25 ml 1N aqueous hydrochloric acid solution and 25 ml brine
  2. dry with materialdried (anhydrous sodium sulfate)
  3. concentrationconcentrated to dryness under reduced pressure
  4. customThe crude product was purified by preparative thick layer chromatography (silica gel)
  5. washeluting with 9:1 chloroform/methanol

出典と根拠

ORDレコード
ord-d16715c87bba49a5856bec6decc7aad8
出典データセット
uspto-grants-2007_08
特許番号
US07262318B2

関連ノート

読み込み中…