pentane-2,3,4-trione

Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 6.5 g of 2,3,4-pentanetrione, 3-oxime and 6.0 g of 4-pyridylmethylamine in 75 ml of N,N-dimethylformamide was stirred at reflux temperature for 4 hours, then the solvent was removed in vacuo and 100 ml of acetonitrile was added to the residual oil. This mixture was boiled, then cooled at -10° C. The resulting precipitate was collected, washed with 50 ml of cold acetonitrile, air dried and then recrystallized from 150 ml of boiling acetonitrile after treatment with activated charcoal by cooling at -10° C., giving 4.0 g of the desired compound as a tan solid, mp 181°-183° C. at reflux temperature for 4 hours the solvent was removed in vacuo and 100 ml of acetonitrile was added to the residual oil The resulting precipitate was collected washed with 50 ml of cold acetonitrile, air dried recrystallized from 150 ml of boiling acetonitrile after treatment with activated charcoal by cooling at -10° C.

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

Procedure: A mixture of 6.5 g of 2,3,4-pentanetrione, 3-oxime and 6.0 g of 2-pyridylmethylamine in 125 ml of acetonitrile was reacted as described in Example 1, giving 3.6 g of the desired compound, mp 145°-147° C. was reacted

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

Procedure: A mixture of 6.5 g of 2,3,4-pentanetrione, 3-oxime and 6.0 g of 2-pyridylmethylamine in 125 ml of acetonitrile was reacted as described in Example 1, giving 3.6 g of the desired compound, mp 145°-147° C. was reacted

Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 7.1 g of 3-methyl-4-pyridylmethylamine, 6.25 g of 2,3,4-pentanetrione, 3-oxime and 125 ml of acetonitrile was stirred at reflux temperature for 5 hours, then cooled at -10° C. The resulting precipitate was collected, washed with cold acetonitrile, dried and then recrystallized from a mixture of chloroform and hexane, giving 4.5 g of the desired compound, mp 185°-187° C. at reflux temperature for 5 hours The resulting precipitate was collected washed with cold acetonitrile dried recrystallized from a mixture of chloroform and hexane

Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 6.5 g of 2,3,4-pentanetrione, 3-oxime and 6.0 g of 4-pyridylmethylamine in 75 ml of N,N-dimethylformamide was stirred at reflux temperature for 4 hours, then the solvent was removed in vacuo and 100 ml of acetonitrile was added to the residual oil. This mixture was boiled, then cooled at -10° C. The resulting precipitate was collected, washed with 50 ml of cold acetonitrile, air dried and then recrystallized from 150 ml of boiling acetonitrile after treatment with activated charcoal by cooling at -10° C., giving 4.0 g of the desired compound as a tan solid, mp 181°-183° C. at reflux temperature for 4 hours the solvent was removed in vacuo and 100 ml of acetonitrile was added to the residual oil The resulting precipitate was collected washed with 50 ml of cold acetonitrile, air dried recrystallized from 150 ml of boiling acetonitrile after treatment with activated charcoal by cooling at -10° C.

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

Procedure: A mixture of 6.5 g of 2,3,4-pentanetrione, 3-oxime and 6.0 g of 2-pyridylmethylamine in 125 ml of acetonitrile was reacted as described in Example 1, giving 3.6 g of the desired compound, mp 145°-147° C. was reacted

Conditions: temp:-10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 7.1 g of 3-methyl-4-pyridylmethylamine, 6.25 g of 2,3,4-pentanetrione, 3-oxime and 125 ml of acetonitrile was stirred at reflux temperature for 5 hours, then cooled at -10° C. The resulting precipitate was collected, washed with cold acetonitrile, dried and then recrystallized from a mixture of chloroform and hexane, giving 4.5 g of the desired compound, mp 185°-187° C. at reflux temperature for 5 hours The resulting precipitate was collected washed with cold acetonitrile dried recrystallized from a mixture of chloroform and hexane