Reaktion #414326

ord-da74e66927f64c7a8df6070a3a9d1268

Reaktionsgleichung

COc1ccc(OCCCCCCSC2=NC(=O)CS2)c(Cl)c1
iodide
COc1ccc(OCCCCCCSC2=NC(=O)CS2)c(Cl)c1
2-{[6-(2-chloro-4-methoxyphenoxy)hexyl]thio}-4,5-dihydrothiazol-4-one
CCc1ncc[nH]1
2-ethylimidazole
[Na+].[OH-]
sodium hydroxide
CCc1nccn1CCCCCCOc1ccc(OC)cc1Cl
title compound
CCc1nccn1CCCCCCOc1ccc(OC)cc1Cl
1-[6-(2-chloro-4-methoxyphenoxy) hexyl]-2-ethylimidazole

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeRemove the solvent
  2. 2
    Sonstigepartition with water/methylene chloride
  3. 3
    WaschenElute on a silica column with 100% methylene chloride

Vorschrift

Stir at room temperature for four days 2 gms. of the iodide prepared in Examples 2 or 3, 2 gms. of 2-ethylimidazole, 2.5 ml. DMF and 0.4 gm sodium hydroxide in a reaction flask. Remove the solvent and partition with water/methylene chloride. Elute on a silica column with 100% methylene chloride and then lot methanol to yield the title compound. MS:m/z 337 (M+) H1 -NMR-200 mHz, δH (CDCl3), 1.34 (3H,t,J 7.5 Hz), 1.3-1.65 (4H,m), 1.70-1.90 (4H,m) 2.66 (2H,q,J 7.5 Hz), 3.75 (3H,s), 3.83 (2H,t,J 7 Hz), 3.95 (2H,t,J 6 Hz), 6.7-7.0 (5H,M).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05272167uspto-grants-1993_12