2,3,5-Trichlorobenzaldehyde

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Potassium cyanide (6.1 Kg) was dissolved in methanol (119 Kg) at 50° C. over 1 hour. Aminoacetamidine dihydrobromide (19.6 Kg) was added to the potassium cyanide solution in one portion and stirred at 25° C. for 15 minutes to allow formation of the mono acid mono hydrocyanide salt. Subsequently, 2,3,5-trichlorobenzaldehyde (24.2 Kg) was added to the reaction mixture in one portion and the mixture was stirred at 50° C. for 16 hours. On cooling to 25° C., vacuum was applied and the mixture concentrated to 5 volumes. Isopropyl ether (145 Kg) was added over 30 minutes and the mixture stirred at 20° C. overnight. The crude product was isolated by filtration and the cake washed with isopropyl ether (43 Kg). The crude product was slurried with ethyl acetate (158 kg). and water (100 kg) overnight at 20° C. The product was isolated by filtration washed with water (50 Kg), ethyl acetate (90 Kg) and vacuum dried at 400C to afford 2-{[Cyano-(2,3,5-trichlorophenyl)-methyl]-amino}-acetamidine hydrobromide. Yield 17.43 Kg (50% -92% w/w assay). HPLC retention time 3.9 minutes. the mixture was stirred at 50° C. for 16 hours On cooling to 25° C. the mixture concentrated to 5 volumes Isopropyl ether (145 Kg) was added over 30 minutes the mixture stirred at 20° C. overnight The crude product was isolated by filtration the cake washed with isopropyl ether (43 Kg) water (100 kg) overnight at 20° C The product was isolated by filtration washed with water (50 Kg), ethyl acetate (90 Kg) and vacuum dried at 400C

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0 L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp.90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0 L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp. 90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp. 90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0 L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp. 90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0 L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp. 90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0 L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp. 90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of 2,3,5-trichlorobenzaldehyde (Aldrich, 50 gms) in ethanol (1.0 L) at room temperature was added NaBH4 (7.00 gms) and the resulting mixture stirred for 3.5 hours. The reaction was quenched with water, and the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution. The organic phase was washed with brine, dried over MgSO4, filtered and the solvent evaporated in vacuo to leave a white solid. 43.00 gms, mp. 90°-93° C. The reaction was quenched with water the solvent evaporated in vacuo before partitioning the residue between CHCl3 and saturated NaHCO3 solution The organic phase was washed with brine dried over MgSO4 filtered the solvent evaporated in vacuo to leave a white solid