2-Phenyl-2-methylaziridine synthesis

Yield:22596-57-2 92%

Reaction Conditions:

with ammonium iodide;sodium hypochlorite;ammonia;iodine in water at 20; for 2 h;Product distribution / selectivity;

Steps:

11

Example 11Brij 35 (180 mg), ammonium iodide (29 mg) and 0.5 mmol (for amount, see below) of a substituted styrene derivative were added to 5 ml of a 1.3 molar aqueous ammonia solution. The reaction was started by addition of a 10-13% strength by weight aqueous solution of sodium hypochlorite (400 μl) in portions, with 40 μl being added every 5 minutes. After a reaction time of 2 hours at room temperature, the reaction mixture was extracted with diethyl ether. The yields of the individual substituted 2-phenylaziridines were:74% of 2-(p-chlorophenyl)aziridine (selectivity: 99%) from p-chlorostyrene (60 μl) 92% of 2-methyl-2-phenylaziridine (selectivity: 99%) from alpha-methylstyrene (65 μl) 56% of 2-methyl-3-phenylaziridine (selectivity: 98%) from beta-methylstyrene(65 μl )

References:

US2010/191000,2010,A1 Location in patent:Page/Page column 5