劳拉西泮杂质4

反应条件: temp:0.00; pressure:0.00; stir:

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

实验步骤: 114 g of 2-amino-5,2'-dichlorobenzophenone and g of 3,4-dimethoxyphenylsulfonyl chloride are mixed in 300 ml of pyridine. After 4 days at RT, the excess pyridine is evaporated off, the residue is taken up with hydrochloric water and extracted with DCM and the extract is dried and concentrated. The expected product then crystallizes from a DCM/isopropyl ether mixture. the excess pyridine is evaporated off extracted with DCM the extract is dried concentrated The expected product then crystallizes from a DCM/isopropyl ether mixture

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

实验步骤: 5.6 g of 2-amino-2',5-dichlorobenzophenone and 5 g of 3,4-dimethoxyphenylsulfonyl chloride are heated in pyridine overnight at 100° C. The pyridine is evaporated off to dryness, water and ethyl acetate containing a small amount of DCM are added and the mixture is extracted. After washing several times with water and drying over sodium sulfate, the extract is evaporated under vacuum and 7.7 g of the expected product are recrystallized from a DCM/AcOEt mixture. The pyridine is evaporated off to dryness, water and ethyl acetate containing a small amount of DCM are added the mixture is extracted After washing several times with water drying over sodium sulfate the extract is evaporated under vacuum and 7.7 g of the expected product are recrystallized from a DCM/AcOEt mixture

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

实验步骤: 10 g of 2-amino-2',5-dichlorobenzophenone and 7.7 g of 4-cyanophenylsulfonyl chloride are heated in pyridine at 100° C. for 48 hours in the presence of 4.6 g of DMAP, the mixture is evaporated to dryness, water and ethyl acetate are added, the organic phase is washed with dilute hydrochloric water, water and an aqueous solution of sodium chloride and dried over magnesium sulfate and the solvent is evaporated off under vacuum. The precipitate formed is filtered off and then recrystallized twice from a DCM/isopropyl ether mixture to give the expected product. the mixture is evaporated to dryness, water and ethyl acetate are added the organic phase is washed with dilute hydrochloric water, water an aqueous solution of sodium chloride and dried over magnesium sulfate the solvent is evaporated off under vacuum The precipitate formed is filtered off recrystallized twice from a DCM/isopropyl ether mixture

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

实验步骤: 6,65 G (0.025 mol) of 2-amino-5,2'-dichlorobenzophenone are dissolved in a mixture of 25 ml of glacial acetic acid and 6.25 ml of concentrated hydrochloric acid and diazotised with 5 ml (0.025 mol) of 5 M sodium nitrite solution at 20°C. The mixture is then diluted with 100 ml of ice-cold water and neutralised by addition of 10 g (0.075 mol) of crystalline sodium acetate, and the turbid solution is clarified by filtration, using active charcoal. A solution of 5 g (0.077 mol) of sodium azide in 50 ml of water is added to the filtrate. The reaction product which hereupon precipitates is filtered off and washed with water. After drying over potassium hydroxide and calcium chloride in a desiccator, 2-azido-5,2'-dichlorobenzophenone of decomposition point 100°C is obtained. the turbid solution is clarified by filtration The reaction product which hereupon precipitates is filtered off washed with water After drying over potassium hydroxide and calcium chloride in a desiccator

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

实验步骤: 6,65 G (0.025 mol) of 2-amino-5,2'-dichlorobenzophenone are dissolved in a mixture of 25 ml of glacial acetic acid and 6.25 ml of concentrated hydrochloric acid and diazotised with 5 ml (0.025 mol) of 5 M sodium nitrite solution at 20°C. The mixture is then diluted with 100 ml of ice-cold water and neutralised by addition of 10 g (0.075 mol) of crystalline sodium acetate, and the turbid solution is clarified by filtration, using active charcoal. A solution of 5 g (0.077 mol) of sodium azide in 50 ml of water is added to the filtrate. The reaction product which hereupon precipitates is filtered off and washed with water. After drying over potassium hydroxide and calcium chloride in a desiccator, 2-azido-5,2'-dichlorobenzophenone of decomposition point 100°C is obtained. the turbid solution is clarified by filtration The reaction product which hereupon precipitates is filtered off washed with water After drying over potassium hydroxide and calcium chloride in a desiccator

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

实验步骤: In the manner given in Preparation 1, 2-amino-2',5-dichlorobenzophenone is refluxed with hydrazine hydrate in diethylene glycol to give 2-amino-2',5-dichlorobenzophenone hydrazine.

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

实验步骤: In the manner given in Preparation 1, 2-amino-2',5-dichlorobenzophenone is refluxed with hydrazine hydrate in diethylene glycol to give 2-amino-2',5-dichlorobenzophenone hydrazine.

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

实验步骤: In the manner given in Preparation 1, 2-amino-2',5-dichlorobenzophenone is refluxed with hydrazine hydrate in diethylene glycol to give 2-amino-2',5-dichlorobenzophenone hydrazine.

反应条件: temp:190.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A stirred mixture of 20.0 g (0.156 mole) of 3-amino-2-chloropyridine and 37.3 g (0.14 mole) of 2-amino-2',5-dichlorobenzophenone was heated at 190° C. under nitrogen atmosphere for 5.5 hr. Thin layer chromatography (5% methyl alcohol-benzene on silica gel) indicated reaction had not substantially occurred. The mixture was stirred overnight at 190° C., cooled somewhat, and 100 ml methylene chloride was added cautiously. The suspension was stirred for two hr and the black solid which formed was separated by filtration. The solid was suspended in 500 ml of methylene chloride and 300 ml of dilute sodium hydroxide was added. An emulsion formed and the mixture was filtered which allowed separation of layers. The methylene chloride layer was washed with two 250 ml portions of water by extraction, dried over magnesium sulfate and evaporated under reduced pressure. The residue was dissolved in benzene and filtered through a 300 g of florisil to remove low Rf material. All fractions were combined and evaporated under reduced pressure. Thin layer chromatography showed presence of two major components with lower Rf spot predominating. The residue was dissolved in benzene and chromatographed on a 600 g column of florisil packed in benzene. The higher Rf material was eluted with 1% acetone-benzene. On evaporation, the residue was triturated in benzene and recrystallized from benzene-isooctane to give 2.7 g product; m.p. 162°-4° C. reaction cooled somewhat The suspension was stirred for two hr the black solid which formed was separated by filtration 300 ml of dilute sodium hydroxide was added An emulsion formed the mixture was filtered which separation of layers The methylene chloride layer was washed with two 250 ml portions of water by extraction dried over magnesium sulfate evaporated under reduced pressure The residue was dissolved in benzene filtered through a 300 g of florisil to remove low Rf material evaporated under reduced pressure The residue was dissolved in benzene chromatographed on a 600 g column of florisil The higher Rf material was eluted with 1% acetone-benzene On evaporation the residue was triturated in benzene recrystallized from benzene-isooctane

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

实验步骤: To an iced solution of 266 g (1 mol) of 2-amino-2',5-dichlorobenzophenone in 3 liters of ethyl ether there are added, drop by drop, 90 cc (1.1 mol) of bromacetyl chloride dissolved in 500 cc of ethyl ether. The batch is allowed to come to room temperature, whereupon it is evaporated to dryness and the crystalline residue extracted with petroleum ether and filtered. In this manner, 371 g of crystals are recovered. to come to room temperature, whereupon it is evaporated to dryness the crystalline residue extracted with petroleum ether filtered In this manner, 371 g of crystals are recovered

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

实验步骤: To 5 g of 2-amino-2′,5-dichlorobenzophenone dissolved in 100 ml of diethyl ether, at −30° C., are added 12.5 ml of 3M methylmagnesium bromide solution, and the mixture is maintained at room temperature for 18 hours. 6 ml of 3M methylmagnesium bromide solution are added and the mixture is left at room temperature for 1 hour. The resulting mixture is hydrolysed with 2M hydrochloric acid solution and washed with water. The organic phase is dried over anhydrous sodium sulfate to give 4.3 g of the expected product. washed with water The organic phase is dried over anhydrous sodium sulfate