تفاعل #94862

ord-1b8fe65dc4fe4f8abfe947e48e2116da

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe residue obtained by evaporation of the solvent
  2. 2
    أخرىwas partitioned between ethyl acetate (100 ml.) and water (20 ml.) The organic layer
  3. 3
    أخرىwas isolated
  4. 4
    غسيلwashed with water (20 ml)
  5. 5
    تجفيفdried (magnesium sulphate)
  6. 6
    أخرىevaporated
  7. 7
    أخرىThe appropriate zone of the chromatogram was isolated
  8. 8
    استخلاصextracted with hot ethanol/chloroform 50:50 v/v (200 ml.)
  9. 9
    أخرىthe residue obtained on evaporation of the solvents
  10. 10
    أخرىfollowed by a further amount of ether until precipitation
  11. 11
    غسيلThe white powder precipitate (0.2 g.) was washed with ether

الإجراء التجريبي

To a solution of 2-guanidino-4-{3-[3-cyano-2-(2-aminoethyl)guanidino]cyclohexyl}thiazole (0.5 g.) in methanol (30 ml.) was added o-chlorobenzoyl chloride (0.4 g.) and the mixture allowed to stand at room temperature for 16 hours. The residue obtained by evaporation of the solvent was partitioned between ethyl acetate (100 ml.) and water (20 ml.) The organic layer was isolated, washed with water (20 ml), dried (magnesium sulphate) and evaporated. The residue was subjected to preparative thin layer chromatography on Merck 60 F-254 plates using chloroform/methanol/aqueous ammonia (s.g. 0.88) 80:20:0.1 v/v/v for development. The appropriate zone of the chromatogram was isolated and extracted with hot ethanol/chloroform 50:50 v/v (200 ml.) and the residue obtained on evaporation of the solvents was dissolved in methanol. To this solution was added an excess of maleic acid in ether followed by a further amount of ether until precipitation began. The white powder precipitate (0.2 g.) was washed with ether to give 2-guanidino-4-{ 3-[3-cyano-2-(2-(2-chlorobenzoylamino)ethyl)guanidino]cyclohexyl}thiazole hydrogen maleate, m.p. 158°-165° (decomp.).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04342765uspto-grants-1982_08