Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 5-{3-[(2-Chloroethyl)oxy]phenyl}-2-thiophenecarboxamide

HRID 70260

反応式

HRID 70260 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[S:12][C:11]([C:13]([NH2:15])=[O:14])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.C1(C)C=CC(S(O[CH2:26][CH2:27][Cl:28])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:28][CH2:27][CH2:26][O:1][C:2]1[CH:3]=[C:4]([C:8]2[S:12][C:11]([C:13]([NH2:15])=[O:14])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6639Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 11430Potassium CarbonateHCID 671598185-(3-Hydroxyphenyl)-2-thiophenecarboxamide

生成物 1

HCID 582762485-{3-[(2-Chloroethyl)oxy]phenyl}-2-thiophenecarboxamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

5-(3-Hydroxyphenyl)-2-thiophenecarboxamide (0.31 g, 1.41 mmol), 2-chloroethyl p-toluenesulfonate (1.327 g, 5.65 mmol) and potassium carbonate (0.782 g, 5.65 mmol) in 20 ml of acetonitrile were heated to reflux for 15 h. The reaction mixture was concentrated in vacuo and purified by silica gel column chromatography (50 to 80% ethyl acetate in hexanes) to give the title compound as a white solid.

後処理

  1. temperatureto reflux for 15 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. custompurified by silica gel column chromatography (50 to 80% ethyl acetate in hexanes)

出典と根拠

ORDレコード
ord-c81fcc60d7d54774b3aa20fb85f374c1
出典データセット
uspto-grants-2014_09
特許番号
US08822518B2

関連ノート

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