2-phenylpropane-1,3-diamine;dihydrochloride

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

Procedure: A mixture consisting of 20 g (0.0897 mol) of 2-phenylpropane-1,3-diamine dihydrochloride, 10.76 g (0.269 mol) of sodium hydroxide pellets and 8.48 g (0.0897 mol) of acetamidine hydrochloride is heated under reflux until the evolution of NH3 has ended. The reaction medium is cooled, the insoluble material is filtered off and discarded, the filtrate is acidified with ethanol containing HCl and evaporated to half the volume, and the insoluble material formed is filtered off. The filtrate is diluted with an equal volume of ether, the insoluble material formed is filtered off and the resulting filtrate is evaporated to dryness. Recrystallization of the evaporation residue from an acetone/ethanol mixture (1:1 v/v) gives 6 g (yield: 32%) of CRL 41 352. M.p. (inst.)=220° C. is heated The reaction medium is cooled the insoluble material is filtered off containing HCl evaporated to half the volume the insoluble material formed is filtered off The filtrate is diluted with an equal volume of ether the insoluble material formed is filtered off the resulting filtrate is evaporated to dryness Recrystallization of the evaporation residue from an acetone/ethanol mixture (1:1 v/v) gives 6 g (yield: 32%) of CRL 41 352 M.p. (inst.)=220° C.

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

Procedure: 37.5 g (0.168 mol) of 2-phenylpropane-1,3-diamine dihydrochloride are dissolved in 100 ml of water, and 13.52 g (0.336 mol) of sodium hydroxide pellets are added. The mixture is cooled in a bath of water+ice and 17 ml of a 30% (w/v) aqueous solution of formaldehyde are added. The mixture is left overnight at room temperature (15°-20° C.) and extracted with 5×50 ml of CHCl3, and the chloroform phase is washed with 25 ml of water, dried over MgSO4 and filtered. The filtrate is evaporated to dryness, the evaporation residue is taken up with 500 ml of anhydrous C2H5OH and acidified with ethanol containing HCl, and the precipitate formed is collected by filtration, washed with a small quantity of anhydrous ethanol and dried in vacuo to give 24 g (yield: 58%) of CRL 41 365. M.p. (inst.)=192° C. are added extracted with 5×50 ml of CHCl3 the chloroform phase is washed with 25 ml of water dried over MgSO4 filtered The filtrate is evaporated to dryness containing HCl the precipitate formed is collected by filtration washed with a small quantity of anhydrous ethanol dried in vacuo to give 24 g (yield: 58%) of CRL 41 365 M.p. (inst.)=192° C.

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

Procedure: 37.5 g (0.168 mol) of 2-phenylpropane-1,3-diamine dihydrochloride are dissolved in 100 ml of water, and 13.52 g (0.336 mol) of sodium hydroxide pellets are added. The mixture is cooled in a bath of water+ice and 17 ml of a 30% (w/v) aqueous solution of formaldehyde are added. The mixture is left overnight at room temperature (15°-20° C.) and extracted with 5×50 ml of CHCl3, and the chloroform phase is washed with 25 ml of water, dried over MgSO4 and filtered. The filtrate is evaporated to dryness, the evaporation residue is taken up with 500 ml of anhydrous C2H5OH and acidified with ethanol containing HCl, and the precipitate formed is collected by filtration, washed with a small quantity of anhydrous ethanol and dried in vacuo to give 24 g (yield: 58%) of CRL 41 365. M.p. (inst.)=192° C. are added extracted with 5×50 ml of CHCl3 the chloroform phase is washed with 25 ml of water dried over MgSO4 filtered The filtrate is evaporated to dryness containing HCl the precipitate formed is collected by filtration washed with a small quantity of anhydrous ethanol dried in vacuo to give 24 g (yield: 58%) of CRL 41 365 M.p. (inst.)=192° C.

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

Procedure: A mixture consisting of 20 g (0.0897 mol) of 2-phenylpropane-1,3-diamine dihydrochloride, 10.76 g (0.269 mol) of sodium hydroxide pellets and 8.48 g (0.0897 mol) of acetamidine hydrochloride is heated under reflux until the evolution of NH3 has ended. The reaction medium is cooled, the insoluble material is filtered off and discarded, the filtrate is acidified with ethanol containing HCl and evaporated to half the volume, and the insoluble material formed is filtered off. The filtrate is diluted with an equal volume of ether, the insoluble material formed is filtered off and the resulting filtrate is evaporated to dryness. Recrystallization of the evaporation residue from an acetone/ethanol mixture (1:1 v/v) gives 6 g (yield: 32%) of CRL 41 352. M.p. (inst.)=220° C. is heated The reaction medium is cooled the insoluble material is filtered off containing HCl evaporated to half the volume the insoluble material formed is filtered off The filtrate is diluted with an equal volume of ether the insoluble material formed is filtered off the resulting filtrate is evaporated to dryness Recrystallization of the evaporation residue from an acetone/ethanol mixture (1:1 v/v) gives 6 g (yield: 32%) of CRL 41 352 M.p. (inst.)=220° C.

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

Procedure: 37.5 g (0.168 mol) of 2-phenylpropane-1,3-diamine dihydrochloride are dissolved in 100 ml of water, and 13.52 g (0.336 mol) of sodium hydroxide pellets are added. The mixture is cooled in a bath of water+ice and 17 ml of a 30% (w/v) aqueous solution of formaldehyde are added. The mixture is left overnight at room temperature (15°-20° C.) and extracted with 5×50 ml of CHCl3, and the chloroform phase is washed with 25 ml of water, dried over MgSO4 and filtered. The filtrate is evaporated to dryness, the evaporation residue is taken up with 500 ml of anhydrous C2H5OH and acidified with ethanol containing HCl, and the precipitate formed is collected by filtration, washed with a small quantity of anhydrous ethanol and dried in vacuo to give 24 g (yield: 58%) of CRL 41 365. M.p. (inst.)=192° C. are added extracted with 5×50 ml of CHCl3 the chloroform phase is washed with 25 ml of water dried over MgSO4 filtered The filtrate is evaporated to dryness containing HCl the precipitate formed is collected by filtration washed with a small quantity of anhydrous ethanol dried in vacuo to give 24 g (yield: 58%) of CRL 41 365 M.p. (inst.)=192° C.