Tetrahydrofuran → 5-(4-Methoxyphenyl)-1,3,4-oxathiazol-2-one

HRID 240810

反応式

HRID 240810 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[CH:5][CH:4]=1.Cl[S:13]Cl.C1[CH2:19][O:18]CC1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]2[O:8][C:19](=[O:18])[S:13][N:9]=2)=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 25353Sulfur dichlorideHCID 769594-Methoxybenzamide

生成物 1

HCID 8194565-(4-Methoxyphenyl)-1,3,4-oxathiazol-2-one収率 88%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

4-Methoxybenzamide (3.0 g, 19.9 mmol) was suspended in a mixture of toluene (30 mL) and THF (15 mL), and chlorosulfenyl chloride (3.35 mL, 39.7 mmol) was then added to the suspension. The obtained mixture was stirred at 80° C. for 2.5 hours. The reaction solution was cooled to room temperature, and it was then concentrated under reduced pressure. Thereafter, diethyl ether was added to the residue, and insoluble materials were then removed by filtration, so as to obtain the title compound (3.64 g, 88%) in the form of a colorless solid.

後処理

  1. additionwas then added to the suspension
  2. temperatureThe reaction solution was cooled to room temperature
  3. concentrationit was then concentrated under reduced pressure
  4. additionThereafter, diethyl ether was added to the residue, and insoluble materials
  5. customwere then removed by filtration

出典と根拠

ORDレコード
ord-a94f5d3b2c354ec1b946040e641dba93
出典データセット
uspto-grants-2014_02
特許番号
US08648103B2

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