Piperidine → N-(2-chloroethyl)benzenesulfonamide

HRID 1834727노트

반응식

HRID 1834727 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 4562550N-(2-chloroethyl)benzenesulfonamide

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride촉매

실험 절차

40.2 g. 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.

후처리

  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

출처 및 근거

ORD 기록
ord-99623e4895ef462b8314da98f44f0061
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04071352

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