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Benzenesulfonyl chloride → 4''-Trifluoromethyl-biphenyl-2-carboxylic acid (2-benzenesulfonylamino-indan-5-yl)-amide

HRID 1531271
ノート
印刷プレビュー

反応式

HRID 1531271 の反応式
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH:11][C:12]([C:14]3[C:15]([C:20]4[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=4)=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:13])[CH:8]=2)[CH2:3]1.C(N(C(C)C)CC)(C)C.[C:39]1([S:45](Cl)(=[O:47])=[O:46])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1.C(OCC)(=O)C>C(Cl)Cl>[C:39]1([S:45]([NH:1][CH:2]2[CH2:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([NH:11][C:12]([C:14]4[C:15]([C:20]5[CH:21]=[CH:22][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:24][CH:25]=5)=[CH:16][CH:17]=[CH:18][CH:19]=4)=[O:13])[CH:8]=3)[CH2:3]2)(=[O:47])=[O:46])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 7369Benzenesulfonyl chlorideHCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 212533824'-Trifluoromethylbiphenyl-2-carboxylic acid (2-amino-indan-5-yl)-amide

生成物 1

HCID 98933624''-Trifluoromethyl-biphenyl-2-carboxylic acid (2-benzenesulfonylamino-indan-5-yl)-amide

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of the title F compound (4′-trifluoromethylbiphenyl-2-carboxylic acid (2-amino-indan-5-yl)-amide, 0.100 g, 0.250 mmol) in methylene chloride (10 mL) is added diisopropylethyl amine (0.036 g, 0.280 mmol) followed by benzenesulfonyl chloride (0.046 g, 0.260 mmol). After 1 h, the reaction mixture is poured into ethyl acetate and washed with 1 N HCl, 8% NaHCO3 solution, water, and brine. The organic layer is dried (MgSO4) and concentrated under reduced pressure to give an oil which is purified by silica gel chromatography. Drying under vacuum at 60° C. gives 4′-trifluoromethyl-biphenyl-2-carboxylic acid (2-benzenesulfonylamino-indan-5-yl)-amide as a non-crystalline solid; mp 96° C. sinters. MS (ES+), m/z 537 (M+1), 554 (M+NH4+).

後処理

  1. washwashed with 1 N HCl, 8% NaHCO3 solution, water, and brine
  2. dry with materialThe organic layer is dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customto give an oil which
  5. customis purified by silica gel chromatography
  6. customDrying under vacuum at 60° C.

出典と根拠

ORDレコード
ord-bf452675d8a14fada8533b2cacb0e8d9
出典データセット
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06197798B1

反応ノート

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