5-己炔-1-胺

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In this preparation 0.1 mole of 2-ethylthio-5-carboxythiazole is dissolved in 300 ml. of anhydrous tetrahydrofuran, under nitrogen, and 0.1 moles of triethylamine is added and the resulting mixture cooled to -30° C. 0.1 Mole of ethylchloroformate is then added dropwise with stirring and the resulting mixture allowed to warm to 0° C. The mixture is then stirred for ten minutes, then cooled to -30° C and 0.11 mole of 1-aminohex-5-yne in 50 ml. of tetrahydrofuran added dropwise. The mixture is allowed to warm to room temperature (about 20° C), poured into 500 ml. of ethyl acetate, washed with water, then washed with saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The mixture is then filtered and the solvent from the resulting filtrate is evaporated under vacuum yielding 2-ethylthio-5-(hex-5-ynylaminocarbonyl)thiazole as a solid, which is then further purified by recrystallization from ethyl acetate. is dissolved in 300 ml to warm to 0° C The mixture is then stirred for ten minutes cooled to -30° C to warm to room temperature (about 20° C) poured into 500 ml of ethyl acetate, washed with water washed with saturated aqueous sodium chloride solution dried over magnesium sulfate The mixture is then filtered the solvent from the resulting filtrate is evaporated under vacuum

反应条件: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In this preparation 0.1 mole of 2-ethylthio-5-carboxythiazole is dissolved in 300 ml. of anhydrous tetrahydrofuran, under nitrogen, and 0.1 moles of triethylamine is added and the resulting mixture cooled to -30° C. 0.1 Mole of ethylchloroformate is then added dropwise with stirring and the resulting mixture allowed to warm to 0° C. The mixture is then stirred for ten minutes, then cooled to -30° C and 0.11 mole of 1-aminohex-5-yne in 50 ml. of tetrahydrofuran added dropwise. The mixture is allowed to warm to room temperature (about 20° C), poured into 500 ml. of ethyl acetate, washed with water, then washed with saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The mixture is then filtered and the solvent from the resulting filtrate is evaporated under vacuum yielding 2-ethylthio-5-(hex-5-ynylaminocarbonyl)thiazole as a solid, which is then further purified by recrystallization from ethyl acetate. is dissolved in 300 ml to warm to 0° C The mixture is then stirred for ten minutes cooled to -30° C to warm to room temperature (about 20° C) poured into 500 ml of ethyl acetate, washed with water washed with saturated aqueous sodium chloride solution dried over magnesium sulfate The mixture is then filtered the solvent from the resulting filtrate is evaporated under vacuum

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: The 6-amino-hex-1-yne (0.3 g) was added to a stirring solution of 20 mL tetrahydrafuran (THF), 2 equiv. K2CO3, and 2.4 eq methyl bromoacetate. The mixture was further stirred at room temperature for 3 h under a stream of dry N2. The reaction was monitored by thin layer chromatography (TLC) using hexanes:ethyl acetate (=2:1) as the mobile phase, and the mixture was filtered after completion of the reaction. The filtrate was concentrated and purified by flash chromatography (silica gel, hexanes:ethyl acetate=1:1). The final product, dimethyl 2,2′-(hex-5-ynylazanediyl)diacetate, was concentrated by rotary evaporation and acquired as a transparent oil. Yield was 59%. ESI-MS [M+H]+ m/z 242.1, 1H NMR (CDCl3) δ 3.71 (s, 6H), 3.56 (s, 4H), 2.73 (t, 2H), 2.22 (m, 2H), 1.94 (t, 1H), 1.57 (m, 4H). ethyl acetate (=2:1) as the mobile phase, and the mixture was filtered after completion of the reaction The filtrate was concentrated purified by flash chromatography (silica gel, hexanes:ethyl acetate=1:1) The final product, dimethyl 2,2′-(hex-5-ynylazanediyl)diacetate, was concentrated by rotary evaporation

反应条件: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In this preparation 0.1 mole of 2-ethylthio-5-carboxythiazole is dissolved in 300 ml. of anhydrous tetrahydrofuran, under nitrogen, and 0.1 moles of triethylamine is added and the resulting mixture cooled to -30° C. 0.1 Mole of ethylchloroformate is then added dropwise with stirring and the resulting mixture allowed to warm to 0° C. The mixture is then stirred for ten minutes, then cooled to -30° C and 0.11 mole of 1-aminohex-5-yne in 50 ml. of tetrahydrofuran added dropwise. The mixture is allowed to warm to room temperature (about 20° C), poured into 500 ml. of ethyl acetate, washed with water, then washed with saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The mixture is then filtered and the solvent from the resulting filtrate is evaporated under vacuum yielding 2-ethylthio-5-(hex-5-ynylaminocarbonyl)thiazole as a solid, which is then further purified by recrystallization from ethyl acetate. is dissolved in 300 ml to warm to 0° C The mixture is then stirred for ten minutes cooled to -30° C to warm to room temperature (about 20° C) poured into 500 ml of ethyl acetate, washed with water washed with saturated aqueous sodium chloride solution dried over magnesium sulfate The mixture is then filtered the solvent from the resulting filtrate is evaporated under vacuum

反应条件: temp:0.00; pressure:0.00; stir: