N-[2-(prop-2-enoylamino)ethyl]prop-2-enamide

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 7.2 parts 30% methanolic Na-methylate solution are added to 15 parts ethylenediamine. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 30° C. during cooling. Recrystallisation is then allowed to proceed overnight and the crystalline mass is dissolved in 400 parts chloroform, and neutralised with 4 parts concentrated hydrochloric acid. 50 parts water are added, the organic phase separated off, and the aqueous phase extracted 5 times with 50 parts chloroform in each instance. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. and under a vacuum of 20 Torr. The residue is heated in a vacuum of 10 Torr to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation the sedimentation temperature increases to 140° C. After cooling, the product is dissolved in hot n-butanol, filtered, and allowed to recrystallise at 0° C. 27 g N,N'-ethylenebisacrylamide with a melting point of 150° to 155° C. is obtained. during cooling Recrystallisation the crystalline mass is dissolved in 400 parts chloroform 50 parts water are added the organic phase separated off the aqueous phase extracted 5 times with 50 parts chloroform in each instance The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. On conclusion of the furane separation the sedimentation temperature increases to 140° C After cooling the product is dissolved in hot n-butanol filtered to recrystallise at 0° C

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 7.2 parts 30% methanolic Na-methylate solution are added to 15 parts ethylenediamine. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 30° C. during cooling. Recrystallisation is then allowed to proceed overnight and the crystalline mass is dissolved in 400 parts chloroform, and neutralised with 4 parts concentrated hydrochloric acid. 50 parts water are added, the organic phase separated off, and the aqueous phase extracted 5 times with 50 parts chloroform in each instance. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. and under a vacuum of 20 Torr. The residue is heated in a vacuum of 10 Torr to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation the sedimentation temperature increases to 140° C. After cooling, the product is dissolved in hot n-butanol, filtered, and allowed to recrystallise at 0° C. 27 g N,N'-ethylenebisacrylamide with a melting point of 150° to 155° C. is obtained. during cooling Recrystallisation the crystalline mass is dissolved in 400 parts chloroform 50 parts water are added the organic phase separated off the aqueous phase extracted 5 times with 50 parts chloroform in each instance The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. On conclusion of the furane separation the sedimentation temperature increases to 140° C After cooling the product is dissolved in hot n-butanol filtered to recrystallise at 0° C

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 7.2 parts 30% methanolic Na-methylate solution are added to 15 parts ethylenediamine. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 30° C. during cooling. Recrystallisation is then allowed to proceed overnight and the crystalline mass is dissolved in 400 parts chloroform, and neutralised with 4 parts concentrated hydrochloric acid. 50 parts water are added, the organic phase separated off, and the aqueous phase extracted 5 times with 50 parts chloroform in each instance. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. and under a vacuum of 20 Torr. The residue is heated in a vacuum of 10 Torr to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation the sedimentation temperature increases to 140° C. After cooling, the product is dissolved in hot n-butanol, filtered, and allowed to recrystallise at 0° C. 27 g N,N'-ethylenebisacrylamide with a melting point of 150° to 155° C. is obtained. during cooling Recrystallisation the crystalline mass is dissolved in 400 parts chloroform 50 parts water are added the organic phase separated off the aqueous phase extracted 5 times with 50 parts chloroform in each instance The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. On conclusion of the furane separation the sedimentation temperature increases to 140° C After cooling the product is dissolved in hot n-butanol filtered to recrystallise at 0° C

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

Procedure: Zinc methacrylate (848 mg, 3.6 mmol), N,N′-ethylenebisacrylamide (50 mg, 0.30 mmol) and VAZO® (20 mg, 0.08 mmol) were dissolved in methanol (3 ml) in a borosilicate test tube. The solution was sonicated for 1 min and sparged with nitrogen. The test tube was covered with parafilm and placed in an ice bath. The reaction mixture was allowed to go to room temperature while being irradiated at 365 nm for 24 hrs. The resulting opaque polymer was scraped out of the test tube and ground in a Retsch RM100 Mortar Grinder for 1 min. The polymer powder was suspended in methanol (25 ml), filtered through a fluted paper filter and washed with methanol (100 ml). The polymer was then stirred up in acetone (50 ml) and allowed to settle for 0.5 hr. The finest particles remained suspended in the supernatant, which was discarded. The polymer was subsequently air-dried at approximately 50° C. for 48 hrs. The solution was sonicated for 1 min sparged with nitrogen placed in an ice bath to go to room temperature while being irradiated at 365 nm for 24 hrs filtered through a fluted paper filter washed with methanol (100 ml) to settle for 0.5 hr The polymer was subsequently air-dried at approximately 50° C. for 48 hrs

Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 7.2 parts 30% methanolic Na-methylate solution are added to 15 parts ethylenediamine. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 30° C. during cooling. Recrystallisation is then allowed to proceed overnight and the crystalline mass is dissolved in 400 parts chloroform, and neutralised with 4 parts concentrated hydrochloric acid. 50 parts water are added, the organic phase separated off, and the aqueous phase extracted 5 times with 50 parts chloroform in each instance. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. and under a vacuum of 20 Torr. The residue is heated in a vacuum of 10 Torr to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation the sedimentation temperature increases to 140° C. After cooling, the product is dissolved in hot n-butanol, filtered, and allowed to recrystallise at 0° C. 27 g N,N'-ethylenebisacrylamide with a melting point of 150° to 155° C. is obtained. during cooling Recrystallisation the crystalline mass is dissolved in 400 parts chloroform 50 parts water are added the organic phase separated off the aqueous phase extracted 5 times with 50 parts chloroform in each instance The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. On conclusion of the furane separation the sedimentation temperature increases to 140° C After cooling the product is dissolved in hot n-butanol filtered to recrystallise at 0° C