2-isocyanatoethyl propanoate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 11.7 Grams of 2,3,5,6-tetrachloro-4-pyridinol, 7.2 grams of isocyanatoethyl propionate, and a few drops of dibutyltin dilaurate (as activating agent) were added to 200 ml of acetone and stirred at reflux temperature for eight hours and then allowed to stand. The mixture was again stirred at reflux temperature for an additional seven hours before the addition of 6.0 grams of potassium carbonate. The reactants were then stirred for another hour after which the insoluble components were filtered off and the solvent removed under reduced pressure, leaving a residue. The resulting residue was slurried in n-hexane, cooled, and filtered to yield about 15 grams of soft, white solid as the desired 2,3,5,6-tetrachloro-4-pyridinyl ester of (2-(1-oxopropoxy)ethyl)carbamic acid. at reflux temperature for eight hours The mixture was again stirred at reflux temperature for an additional seven hours The reactants were then stirred for another hour after which the insoluble components were filtered off the solvent removed under reduced pressure leaving a residue cooled filtered

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 11.7 Grams of 2,3,5,6-tetrachloro-4-pyridinol, 7.2 grams of isocyanatoethyl propionate, and a few drops of dibutyltin dilaurate (as activating agent) were added to 200 ml of acetone and stirred at reflux temperature for eight hours and then allowed to stand. The mixture was again stirred at reflux temperature for an additional seven hours before the addition of 6.0 grams of potassium carbonate. The reactants were then stirred for another hour after which the insoluble components were filtered off and the solvent removed under reduced pressure, leaving a residue. The resulting residue was slurried in n-hexane, cooled, and filtered to yield about 15 grams of soft, white solid as the desired 2,3,5,6-tetrachloro-4-pyridinyl ester of (2-(1-oxopropoxy)ethyl)carbamic acid. at reflux temperature for eight hours The mixture was again stirred at reflux temperature for an additional seven hours The reactants were then stirred for another hour after which the insoluble components were filtered off the solvent removed under reduced pressure leaving a residue cooled filtered

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 11.7 Grams of 2,3,5,6-tetrachloro-4-pyridinol, 7.2 grams of isocyanatoethyl propionate, and a few drops of dibutyltin dilaurate (as activating agent) were added to 200 ml of acetone and stirred at reflux temperature for eight hours and then allowed to stand. The mixture was again stirred at reflux temperature for an additional seven hours before the addition of 6.0 grams of potassium carbonate. The reactants were then stirred for another hour after which the insoluble components were filtered off and the solvent removed under reduced pressure, leaving a residue. The resulting residue was slurried in n-hexane, cooled, and filtered to yield about 15 grams of soft, white solid as the desired 2,3,5,6-tetrachloro-4-pyridinyl ester of (2-(1-oxopropoxy)ethyl)carbamic acid. at reflux temperature for eight hours The mixture was again stirred at reflux temperature for an additional seven hours The reactants were then stirred for another hour after which the insoluble components were filtered off the solvent removed under reduced pressure leaving a residue cooled filtered

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 5-hydroxy-1,3-benzoxathiol-2-one (16.8 grams) was mixed with 2-(isocyanato)ethyl propionate (15.0 grams) and 10 drops of dibutyltin dilaurate in 200 milliliters of methyl ethyl ketone. The resulting solution was heated at reflux temperature for four hours and fifteen minutes, after which the solvent was removed by evaporation in vacuo, leaving a brown, viscous oil which crystallized upon standing at room temperature for 10 to 15 hours. The crude product was twice recrystallized from toluene. The purified compound, 5-[2-(propionyloxy)ethylcarbamoyloxy]-1,3-benzoxathiol-2-one, was a white, fibrous crystalline substance with a melting point of 78°-79° C. Elemental analysis calculated for C13H13NO6S (percent): carbon--50.15; hydrogen--4.21; nitrogen--4.50. Found: carbon--50.4; hydrogen--4.27; nitrogen--4.45. The resulting solution was heated at reflux temperature for four hours fifteen minutes, after which the solvent was removed by evaporation in vacuo leaving a brown, viscous oil which crystallized The crude product was twice recrystallized from toluene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 11.7 Grams of 2,3,5,6-tetrachloro-4-pyridinol, 7.2 grams of isocyanatoethyl propionate, and a few drops of dibutyltin dilaurate (as activating agent) were added to 200 ml of acetone and stirred at reflux temperature for eight hours and then allowed to stand. The mixture was again stirred at reflux temperature for an additional seven hours before the addition of 6.0 grams of potassium carbonate. The reactants were then stirred for another hour after which the insoluble components were filtered off and the solvent removed under reduced pressure, leaving a residue. The resulting residue was slurried in n-hexane, cooled, and filtered to yield about 15 grams of soft, white solid as the desired 2,3,5,6-tetrachloro-4-pyridinyl ester of (2-(1-oxopropoxy)ethyl)carbamic acid. at reflux temperature for eight hours The mixture was again stirred at reflux temperature for an additional seven hours The reactants were then stirred for another hour after which the insoluble components were filtered off the solvent removed under reduced pressure leaving a residue cooled filtered