2-anilino-1-phenylethanone

Conditions: temp:180.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 21.1 grams (0.1 mol) of 2-anilinoacetophenone, 31.8 grams (0.28 mol) of ethyl cyanoacetate, and 8 grams (0.13 mol) of ammonium acetate were placed in a reaction flask fitted with a distillation head. The reaction mixture was placed in an oil bath pre-heated to a temperature of 180° C. At a reaction temperature of 100° C. the solid mixture liquified and stirred easily. The internal temperature of the reaction rose to 150° C. over a period of 30 minutes while a colorless distillate was removed. After 30 minutes no further distillate was collected and the product mixture was cooled. To the dark homogeneous liquid product was added 40 mL of absolute ethanol with stirring. The precipitated yellow crystalline product was collected by filtration and washed with 3×10 mL ethanol, 2×25 mL ligroin, and air dried to afford 10.05 grams of crude product. Recrystallization from 80 mL of acetonitrile gave 9.1 grams (35 mmol, 35 % yield) of 3-cyano -1,4-diphenyl-3-pyrrolin-2-one as yellow crystals, m. p.=188°-190° C. Elemental Analysis: Calculated: C=78.44, H=4.65, N=10.76; Found: C=78.36, H=4.90, N=10.81. were placed in a reaction flask fitted with a distillation head The reaction mixture was placed in an oil bath At a reaction temperature of 100° C. was removed After 30 minutes no further distillate was collected the product mixture was cooled To the dark homogeneous liquid product was added 40 mL of absolute ethanol with stirring The precipitated yellow crystalline product was collected by filtration washed with 3×10 mL ethanol, 2×25 mL ligroin, and air dried to afford 10.05 grams of crude product Recrystallization from 80 mL of acetonitrile

Conditions: temp:22.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 102.44 grams (1.1 mol) of aniline in 500 mL of absolute ethanol stirring at 22° C. was added 99.52 grams (0.5 mol) of 2-bromoacetophenone while maintaining a reaction temperature of 22° C. The reaction was stirred for 1.5 hours at 22° C. during which time a light yellow precipitate formed. The crude product mixture was diluted with 200 mL of ethanol and the precipitated product was collected on a Buchner funnel and washed with 3×200 mL of ethanol, 1×200 mL water, and again 1×200 mL ethanol. The crude product was dried to afford 56.9 grams (0.27 mol, 54% yield) of 2-anilinoacetophenone, m. p.=98°-101° C. formed the precipitated product was collected on a Buchner funnel washed with 3×200 mL of ethanol, 1×200 mL water, and again 1×200 mL ethanol The crude product was dried

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

Procedure: 100 g of ω-bromoacetophenone are dissolved in 600 ml of absolute ethanol, followed by the dropwise addition at 20° C. of 100 g of aniline. On completion of the addition, the ω-anilinoacetophenone formed precipitates in crystalline form. Yield: 62 g=59%; m.p: 97°-99° C. On completion of the addition