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

HRID 70260

반응식

HRID 70260 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-c81fcc60d7d54774b3aa20fb85f374c1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822518B2

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