4-硫基苯甲酰胺

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

实验步骤: To a stirred solution of 4-mercaptobenzoic acid (1.00 g, 6.49 mmol) and N-methylmorpholine (0.78 ml, 7.14 mmol) in ethyleneglycol dimethylether (20 ml) was added iso-butylchloroformate (0.92 ml, 7.14 mmol). The reaction was stirred at ambient temperature overnight and filtered to a clear pale yellow solution which was treated with excess ammonia as a solution in dioxane (0.5M, ˜15 ml). This solution was stirred for two hours at room temperature, and concentrated in vacuo to a white solid. The solid was dissolved in a mixture of H2O (10 ml) and CHCl3 (30 ml), the aqueous was basified using 2N NaOH(aq) and the organic layer separated and dried (MgSO4) before being concentrated in vacuo to a white solid (679 mg). The solid was treated with a solution of sodium methoxide in methanol (10 ml) and when TLC showed no more starting material, the reaction was acidified using 2N HCl(aq) to pH=4, then concentrated in vacuo. The residue was treated with water and extracted with CHCl3, then concentrated in vacuo to give the title compound as an off white solid (376 mg). filtered to a clear pale yellow solution which was treated with excess ammonia as a solution in dioxane (0.5M, ˜15 ml) This solution was stirred for two hours at room temperature concentrated in vacuo to a white solid The solid was dissolved in a mixture of H2O (10 ml) and CHCl3 (30 ml) the organic layer separated dried (MgSO4) before being concentrated in vacuo to a white solid (679 mg) The solid was treated with a solution of sodium methoxide in methanol (10 ml) and when TLC concentrated in vacuo The residue was treated with water extracted with CHCl3 concentrated in vacuo

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

实验步骤: To a stirred solution of 4-mercaptobenzoic acid (1.00 g, 6.49 mmol) and N-methylmorpholine (0.78 ml, 7.14 mmol) in ethyleneglycol dimethylether (20 ml) was added iso-butylchloroformate (0.92 ml, 7.14 mmol). The reaction was stirred at ambient temperature overnight and filtered to a clear pale yellow solution which was treated with excess ammonia as a solution in dioxane (0.5M, ˜15 ml). This solution was stirred for two hours at room temperature, and concentrated in vacuo to a white solid. The solid was dissolved in a mixture of H2O (10 ml) and CHCl3 (30 ml), the aqueous was basified using 2N NaOH(aq) and the organic layer separated and dried (MgSO4) before being concentrated in vacuo to a white solid (679 mg). The solid was treated with a solution of sodium methoxide in methanol (10 ml) and when TLC showed no more starting material, the reaction was acidified using 2N HCl(aq) to pH=4, then concentrated in vacuo. The residue was treated with water and extracted with CHCl3, then concentrated in vacuo to give the title compound as an off white solid (376 mg). filtered to a clear pale yellow solution which was treated with excess ammonia as a solution in dioxane (0.5M, ˜15 ml) This solution was stirred for two hours at room temperature concentrated in vacuo to a white solid The solid was dissolved in a mixture of H2O (10 ml) and CHCl3 (30 ml) the organic layer separated dried (MgSO4) before being concentrated in vacuo to a white solid (679 mg) The solid was treated with a solution of sodium methoxide in methanol (10 ml) and when TLC concentrated in vacuo The residue was treated with water extracted with CHCl3 concentrated in vacuo

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

实验步骤: Gold substrates were annealed in a hydrogen flame to get rid of contamination and form well ordered Au surfaces. 4-Mercaptobenzamide prepared according to Example 4 was dissolved (1 mM) in methanol and degassed using argon to avoid oxidation of thiols. The insulated tips treated substrates were immersed in this solution for >2 hours. This resulted in the formation of monolayers of benzamide on the surface. Extended functionalization times degraded insulation on the probes so treatment of probes was limited to 2 h. Functionalization of gold substrates was carried out for up to 20 hours. flame to get rid of contamination form well ordered Au surfaces degassed The insulated tips treated substrates were immersed in this solution for >2 hours

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

实验步骤: Gold substrates were annealed in a hydrogen flame to get rid of contamination and form well ordered Au surfaces. 4-Mercaptobenzamide prepared according to Example 4 was dissolved (1 mM) in methanol and degassed using argon to avoid oxidation of thiols. The insulated tips treated substrates were immersed in this solution for >2 hours. This resulted in the formation of monolayers of benzamide on the surface. Extended functionalization times degraded insulation on the probes so treatment of probes was limited to 2 h. Functionalization of gold substrates was carried out for up to 20 hours. flame to get rid of contamination form well ordered Au surfaces degassed The insulated tips treated substrates were immersed in this solution for >2 hours

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

实验步骤: To a stirred solution of 4-mercaptobenzoic acid (1.00 g, 6.49 mmol) and N-methylmorpholine (0.78 ml, 7.14 mmol) in ethyleneglycol dimethylether (20 ml) was added iso-butylchloroformate (0.92 ml, 7.14 mmol). The reaction was stirred at ambient temperature overnight and filtered to a clear pale yellow solution which was treated with excess ammonia as a solution in dioxane (0.5M, ˜15 ml). This solution was stirred for two hours at room temperature, and concentrated in vacuo to a white solid. The solid was dissolved in a mixture of H2O (10 ml) and CHCl3 (30 ml), the aqueous was basified using 2N NaOH(aq) and the organic layer separated and dried (MgSO4) before being concentrated in vacuo to a white solid (679 mg). The solid was treated with a solution of sodium methoxide in methanol (10 ml) and when TLC showed no more starting material, the reaction was acidified using 2N HCl(aq) to pH=4, then concentrated in vacuo. The residue was treated with water and extracted with CHCl3, then concentrated in vacuo to give the title compound as an off white solid (376 mg). filtered to a clear pale yellow solution which was treated with excess ammonia as a solution in dioxane (0.5M, ˜15 ml) This solution was stirred for two hours at room temperature concentrated in vacuo to a white solid The solid was dissolved in a mixture of H2O (10 ml) and CHCl3 (30 ml) the organic layer separated dried (MgSO4) before being concentrated in vacuo to a white solid (679 mg) The solid was treated with a solution of sodium methoxide in methanol (10 ml) and when TLC concentrated in vacuo The residue was treated with water extracted with CHCl3 concentrated in vacuo