3,5-二氯-2-戊酮

反应条件: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 83 g (1.024 moles) of sodium rhodanide are added to a solution of 155.5 g (1 mole) of 3,5-dichloro-2-pentanone in 1 litre of butyl acetate. The suspension is stirred for 4 hours in hot water bath. After cooling the sodium chloride formed is filtered off and the filtrate is washed 3 times with water and dried over sodium sulfate. After filtering off the drying agent the light red-brown filtrate is cooled under 10° C. by icy water and saturated with gaseous hydrochloric acid under stirring, keeping the temperature under 10° C. After saturation the reaction mixture is stirred for further 20 minutes under cooling, then the temperature is increased slowly to 40° C. The reaction mixture is stirred at this temperature for 20 minutes and poured onto ice after cooling down to room temperature. The phases are separated, the aqueous phase is shaken with 150 cm3 of butyl acetate. The combined butyl acetate solutions are washed neutral with water and 5% sodium hydrogen carbonate solution, then dried over sodium sulfate. After distilling off the solvent the residue is distilled off under reduced pressure to obtain 121 g (66%) of 2-chloro-4-methyl-5-(2-chloroethyl)-thiazole in the form of pale yellow oil, which is identical in every respect with the product obtained in Example 1. formed is filtered off the filtrate is washed 3 times with water dried over sodium sulfate After filtering off the drying agent the light red-brown filtrate under 10° C After saturation the reaction mixture is stirred for further 20 minutes under cooling the temperature is increased slowly to 40° C The reaction mixture is stirred at this temperature for 20 minutes poured onto ice after cooling down to room temperature The phases are separated the aqueous phase is shaken with 150 cm3 of butyl acetate The combined butyl acetate solutions are washed neutral with water and 5% sodium hydrogen carbonate solution dried over sodium sulfate After distilling off the solvent the residue is distilled off under reduced pressure

反应条件: temp:10.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 83 g (1.024 moles) of sodium rhodanide are added to a solution of 155.5 g (1 mole) of 3,5-dichloro-2-pentanone in 1 litre of butyl acetate. The suspension is stirred for 4 hours in hot water bath. After cooling the sodium chloride formed is filtered off and the filtrate is washed 3 times with water and dried over sodium sulfate. After filtering off the drying agent the light red-brown filtrate is cooled under 10° C. by icy water and saturated with gaseous hydrochloric acid under stirring, keeping the temperature under 10° C. After saturation the reaction mixture is stirred for further 20 minutes under cooling, then the temperature is increased slowly to 40° C. The reaction mixture is stirred at this temperature for 20 minutes and poured onto ice after cooling down to room temperature. The phases are separated, the aqueous phase is shaken with 150 cm3 of butyl acetate. The combined butyl acetate solutions are washed neutral with water and 5% sodium hydrogen carbonate solution, then dried over sodium sulfate. After distilling off the solvent the residue is distilled off under reduced pressure to obtain 121 g (66%) of 2-chloro-4-methyl-5-(2-chloroethyl)-thiazole in the form of pale yellow oil, which is identical in every respect with the product obtained in Example 1. formed is filtered off the filtrate is washed 3 times with water dried over sodium sulfate After filtering off the drying agent the light red-brown filtrate under 10° C After saturation the reaction mixture is stirred for further 20 minutes under cooling the temperature is increased slowly to 40° C The reaction mixture is stirred at this temperature for 20 minutes poured onto ice after cooling down to room temperature The phases are separated the aqueous phase is shaken with 150 cm3 of butyl acetate The combined butyl acetate solutions are washed neutral with water and 5% sodium hydrogen carbonate solution dried over sodium sulfate After distilling off the solvent the residue is distilled off under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 7.8 g (0.05 moles) of 3,5-dichloro-2-pentanone with 4.15 g (0.051 moles) of sodium rhodanide in 50 cm3 of ethanol is boiled for 2 hours under stirring. Then the procedure described in Example 1 is followed. 7.7 g (87%) of 3-thiocyanato-5-chloro-2-pentanone are obtained, which is identical in all respect with the product of

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 7.8 g (0.05 moles) of 3,5-dichloro-2-pentanone with 4.15 g (0.051 moles) of sodium rhodanide in 50 cm3 of ethanol is boiled for 2 hours under stirring. Then the procedure described in Example 1 is followed. 7.7 g (87%) of 3-thiocyanato-5-chloro-2-pentanone are obtained, which is identical in all respect with the product of

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A suspension of 7.8 g (0.05 moles) of 3,5-dichloro-2-pentanone with 3.9 g (0.051 moles) of ammonium rhodanide in 50 cm3 of methyl-ethyl-ketone is boiled for 1 hour under stirring. Then the procedure described in Example 1 is followed. 8.5 g (95.5%) of 3-thiocyanato-5-chloro-2-pentanone are obtained, which after distillation is identical in all respect with the product of Example 1.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A suspension of 7.8 g (0.05 moles) of 3,5-dichloro-2-pentanone with 3.9 g (0.051 moles) of ammonium rhodanide in 50 cm3 of methyl-ethyl-ketone is boiled for 1 hour under stirring. Then the procedure described in Example 1 is followed. 8.5 g (95.5%) of 3-thiocyanato-5-chloro-2-pentanone are obtained, which after distillation is identical in all respect with the product of Example 1.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 155.5 g (1 mole) of 3,5-dichloro-2-pentanone with 83 g (1.024 moles) of sodium rhodanide in 1 litre of methyl-ethyl-ketone is boiled for 1 hour under stirring. Then the procedure described in Example 1 is followed. 171 g (96.2%) of 3-thiocyanato-5-chloro-2-pentanone are obtained, which after distillation identical in all respect with the product of Example 1.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 155.5 g (1 mole) of 3,5-dichloro-2-pentanone with 83 g (1.024 moles) of sodium rhodanide in 1 litre of methyl-ethyl-ketone is boiled for 1 hour under stirring. Then the procedure described in Example 1 is followed. 171 g (96.2%) of 3-thiocyanato-5-chloro-2-pentanone are obtained, which after distillation identical in all respect with the product of Example 1.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 77.8 g (0.5 moles) of 3,5-dichloro-2-pentanone [prepared according to Acta Chim. Hung. 3, 157 (1953)] are added to the solution of 49.9 g (0.513 moles) of potassium rhodanide in 500 ml of acetone. The solution is boiled under stirring for 4 hours. The reaction mixture is cooled to room temperature and the precipitated potassium chloride is filtered off and washed with acetone. The filtrate is evaporated, the residue is dissolved in benzene and the benzene solution is washed 3 times with water. After drying with sodium sulphate, the benzene is distilled off. 62.2 g (93%) of 3-thiocyanato-5-chloro-2-pentanone are obtained in the form of a red oil. After distilling at a lower pressure a faint yellow oil is obtained, its boiling point is 112° C. at a pressure of 26.6 Pa, nD20 =1.5110. According to infrared spectrum it does not contain any isothiocyanate. the precipitated potassium chloride is filtered off washed with acetone The filtrate is evaporated the residue is dissolved in benzene the benzene solution is washed 3 times with water After drying with sodium sulphate the benzene is distilled off

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 77.8 g (0.5 moles) of 3,5-dichloro-2-pentanone [prepared according to Acta Chim. Hung. 3, 157 (1953)] are added to the solution of 49.9 g (0.513 moles) of potassium rhodanide in 500 ml of acetone. The solution is boiled under stirring for 4 hours. The reaction mixture is cooled to room temperature and the precipitated potassium chloride is filtered off and washed with acetone. The filtrate is evaporated, the residue is dissolved in benzene and the benzene solution is washed 3 times with water. After drying with sodium sulphate, the benzene is distilled off. 62.2 g (93%) of 3-thiocyanato-5-chloro-2-pentanone are obtained in the form of a red oil. After distilling at a lower pressure a faint yellow oil is obtained, its boiling point is 112° C. at a pressure of 26.6 Pa, nD20 =1.5110. According to infrared spectrum it does not contain any isothiocyanate. the precipitated potassium chloride is filtered off washed with acetone The filtrate is evaporated the residue is dissolved in benzene the benzene solution is washed 3 times with water After drying with sodium sulphate the benzene is distilled off

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 0.1 mole (15.4 g.) 3,5-dichloro-2-pentanone, 0.1 mole (9.4 g.) ethanedithiol and 0.3 mole PTSA was stirred at room temperature overnight. The product was taken up in toluene, washed with 5% sodium bicarbonate and water, dried over magnesium sulfate, filtered and the solvent removed. The product was distilled; bp. 114°-116°/0.7 mm. Yield 32%. washed with 5% sodium bicarbonate and water dried over magnesium sulfate filtered the solvent removed The product was distilled

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 0.1 mole (15.4 g.) 3,5-dichloro-2-pentanone, 0.1 mole (9.4 g.) ethanedithiol and 0.3 mole PTSA was stirred at room temperature overnight. The product was taken up in toluene, washed with 5% sodium bicarbonate and water, dried over magnesium sulfate, filtered and the solvent removed. The product was distilled; bp. 114°-116°/0.7 mm. Yield 32%. washed with 5% sodium bicarbonate and water dried over magnesium sulfate filtered the solvent removed The product was distilled