1-acetylimidazolidin-2-one

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

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

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

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

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

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

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

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

Procedure: 5-amino-1-isopropyl-3-methylpyrazole (J. Gen. Chem. USSR 31 234, 1961) (19.3 g.) and 1-acetyl-2-imidazolidinone (20.1 g.) were reacted as described in Example I to give 12.73 g. of product, mp 145°-147° C. to give 12.73 g

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

Procedure: 5-amino-3-isopropyl-1-methyl pyrazole (described in British Pat. No. 1,057,740) (19.3 g) was dissolved in 180 ml. phosphorus oxychloride (POCl3). 1-Acetyl-2-imidazolidinone (J. Chem Soc 1964, 178) (20.1 g) was added. This reaction mixture was stirred at 55° for 40 hr. The solvents were concentrated in vacuum, ice and methylene chloride were added and the mixture neutralized with 25% sodium hydroxide in water. The methylene chloride layer was dried over MgSO4 and then concentrated and the residue crystallized from isopropyl alcohol and ether to give 12.73 g. of product, mp 145°-147° C. 1,057,740) (19.3 g) was dissolved in 180 ml The solvents were concentrated in vacuum, ice and methylene chloride were added The methylene chloride layer was dried over MgSO4 concentrated the residue crystallized from isopropyl alcohol and ether to give 12.73 g

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

Procedure: 5.9 g (0.025M) of 2-amino-4,7-dichloroisoindoline hydrochloride and 3,6 g (0.028M) of 1-acetylimidazolidin-2-one are heated to 100° C. over 2 hours in 50 ml of phosphorus oxychloride. The Cl3OP is evaporated off and the residue dissolved in 100 ml of ethanol and heated to the boiling point for 1 hour to eliminate the acetyl group. The solvent is drawn off in the vacuum, the residue picked up in water, alkalized with dilute sodium hydroxide solution, and extracted with chloroform. The chloroform is evaporated, and ethyl ether added, yielding 3.4 g of 4,7-Dichloro-2-(2-imidazolin-2-ylamino)-isoindoline as a base, which is converted with ethanolic hydrochloric acid into the hydrochloride. The Cl3OP is evaporated off the residue dissolved in 100 ml of ethanol heated to the boiling point for 1 hour extracted with chloroform The chloroform is evaporated ethyl ether added

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

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

Procedure: 2-Ethylnaphthyl amine is reacted with N-acetyl-2imidazolidinone in the presence of POCl3 to produce the imidazoline intermediate. This intermediate is treated with sodium hydroxide and water to remove the aceto group and yield the name compound (VIII).