3-ethylsulfanylpropan-1-amine

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3 x 150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80: 15:5)=0.15. the mixture is extracted with 3 x 150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3 x 150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80: 15:5)=0.15. the mixture is extracted with 3 x 150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:20.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 5-bromo-1(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfonylpyrazole (5.0 g, 9.7 mmol) in 1,4-dioxane (20 ml) and N,N-dimethylformamide (20 ml) was added 3-ethylthiopropylamine (2.306 g, 19.3 mmol) and potassium carbonate (2.7 g, 19.3 mmol). The resulting mixture was stirred at 20° C. for 2.75 hours, left to stand overnight, then poured into a mixture of water and dichloromethane. The organic phase was washed with water, dried (sodium sulfate), evaporated and chromatographed on silica gel, eluting with heptane-ethyl acetate (4:1) to give 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-(3-ethylthiopropylamino)-4-trifluoromethylsulfonylpyrazole as a yellow solid (Compound number 1-14, 4.79 g, 86% yield), mp 80° C. left to stand overnight The organic phase was washed with water dried (sodium sulfate) evaporated chromatographed on silica gel eluting with heptane-ethyl acetate (4:1)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15. the mixture is extracted with 3×150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3 x 150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80: 15:5)=0.15. the mixture is extracted with 3 x 150 ml of dichloromethane The organic extracts are concentrated by evaporation purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80: 15:5)