Piperidine → N-(2-chloroethyl)benzenesulfonamide

HRID 1834709ノート

反応式

HRID 1834709 の反応式
O[CH2:2][CH2:3][NH:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6].N1CCCCC1.S(Cl)([Cl:23])(=O)=O>C(Cl)(Cl)(Cl)Cl>[Cl:23][CH2:2][CH2:3][NH:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6]

参加物

5

反応物 3

HCID 8082PiperidineHCID 24648Sulfuryl chlorideHCID 1722145N-(2-hydroxyethyl)benzenesulfonamide

生成物 1

HCID 4562550N-(2-chloroethyl)benzenesulfonamide

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride触媒

実験手順

40.2 of N-(β-hydroxyethyl)-benzene sulfonamide was slurried in 100 ml. of carbon tetrachloride containing 5 drops of piperidine. Then, 47.6 g. of sulfonyl chloride was added over 10 minutes, keeping the temperature at 20°-25° C. during the addition. The reaction was completed by heating on a steam bath for one hour. The mixture was concentrated on the steam bath, dissolved in benzene and washed twice with dilute aqueous solution of sodium chloride, dried over magnesium sulfate, filtered and the benzene evaporated on the steam bath with air. The product was crystallized from benzene cyclohexane to yield 28.0 g. of product, m.p. 58°-62° C.

後処理

  1. customat 20°-25° C.
  2. additionduring the addition
  3. temperatureby heating on a steam bath for one hour
  4. concentrationThe mixture was concentrated on the steam bath
  5. dissolutiondissolved in benzene
  6. washwashed twice with dilute aqueous solution of sodium chloride
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customthe benzene evaporated on the steam bath with air
  10. customThe product was crystallized from benzene cyclohexane
  11. customto yield 28.0 g

出典と根拠

ORDレコード
ord-985ec50cb34342228281cf693ce31418
出典データセット
uspto-grants-1978_01
特許番号
US04071349

反応ノート

読み込み中…