Réaction #4301

ord-95c3f93212c34abcafd8589c1a2860f7

Équation de réaction

O=S(=O)(CCCCCl)c1ccccc1
[(4-chlorobutyl)sulfonyl]benzene
CC(C)N
isopropylamine
CC(C)NCCCCS(=O)(=O)c1ccccc1.Cl
N-(1-Methylethyl)-4-(phenylsulfonyl)-1-butanamine hydrochloride
Rendement 30.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe residue obtained
  2. 2
    Extractionthe chloroform layer was extracted with water
  3. 3
    SéchageThe chloroform layer was dried
  4. 4
    Filtrationfiltered
  5. 5
    Autresolvent removed
  6. 6
    Autreto give a dark brown oil
  7. 7
    AutreThis salt was recrystallized from methanol-diethyl ether
  8. 8
    Autredried in vacuo overnight at 80° C

Mode opératoire

A solution of 105.95 g (0.456 mole) [(4-chlorobutyl)sulfonyl]benzene was heated overnight at 75° C. on an autoclave in 200 ml of isopropylamine. The reaction mixture was stripped to dryness. The residue obtained was dissolved in chloroform and the chloroform layer was extracted with water. The chloroform layer was dried, filtered, and solvent removed to give a dark brown oil. The oil was dissolved in methanol and converted to the hydrochloride salt. This salt was recrystallized from methanol-diethyl ether and dried in vacuo overnight at 80° C. This gave white crystalline product, m.p. 155°-157.5° C. in 30% yield.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04724235uspto-grants-1988_02