Chlorosulfonic acid → 5-Chlorosulphonyl-2-propoxybenzamide

HRID 441293

反応式

HRID 441293 の反応式
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH2:9])=[O:8])[CH2:2][CH3:3].[Cl:14][S:15](O)(=[O:17])=[O:16]>>[Cl:14][S:15]([C:11]1[CH:12]=[CH:13][C:5]([O:4][CH2:1][CH2:2][CH3:3])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8])(=[O:17])=[O:16]

参加物

3

反応物 2

HCID 24638Chlorosulfonic acidHCID 430512-Propoxybenzamide

生成物 1

HCID 214204155-Chlorosulphonyl-2-propoxybenzamide

実験手順

Chlorosulphonic acid (200 ml.), cooled to 10° C., was treated with 2-propoxybenzamide (60 g.) in aliquots with stirring during 45 minutes. When complete solution had occurred, the solution was allowed to stand at room temperature for 24 hours. The resulting yellow-brown solution was then added dropwise, with stirring, to ice (1.5 kg.), keeping the temperature at or below 0° C. The precipitated solid was filtered off, washed with ice-cold water, and sucked dry. The solid was then dissolved in dichloromethane (approximately 2 liters), any water still present was separated off, and the organic layer was dried over calcium chloride and then over magnesium sulphate. Most of the dichloromethane was removed in vacuo, the low volume residue was treated with petroleum ether (b.p. 40° - 60° C.) and the precipitated solid was filtered off, to give crude 5-chlorosulphonyl-2-propoxybenzamide (81 g.), m.p. 122° - 129° C.

後処理

  1. waitto stand at room temperature for 24 hours
  2. additionThe resulting yellow-brown solution was then added dropwise
  3. custombelow 0° C
  4. filtrationThe precipitated solid was filtered off
  5. washwashed with ice-cold water
  6. customsucked dry
  7. dissolutionThe solid was then dissolved in dichloromethane (approximately 2 liters)
  8. customany water still present was separated off
  9. dry with materialthe organic layer was dried over calcium chloride
  10. customMost of the dichloromethane was removed in vacuo
  11. additionthe low volume residue was treated with petroleum ether (b.p. 40° - 60° C.)
  12. filtrationthe precipitated solid was filtered off

出典と根拠

ORDレコード
ord-ce432d6ed26246048a6492b53af14603
出典データセット
uspto-grants-1977_08
特許番号
US04039544

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