[4-(4-苯基偶氮)苯基]-硫代氨基甲酸 O-[2-甲氧基-4-(2-丙烯基)苯基]酯

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:75.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 4-(4-methoxy-2-nitrophenylazo)benzene-1,3-diol (2.5 g, i.e. 0.0086 mol) and potassium carbonate (1.24 g) in 30 ml of dimethylformamide was brought to 70-75° C. 3-Chloropropyltrimethylsilane (1.24 g, i.e. 0.0086 mol) was added thereto over 20 minutes. The mixture was stirred at 75° C. for 6 hours. The reaction mixture was then poured into 50 ml of water and extracted with diisopropyl ether. The organic phase was dried, concentrated and purified by column chromatography (eluent: 50/50 heptane/CH2Cl2) to give compound (9) in the form of a red powder. was brought to 70-75° C extracted with diisopropyl ether The organic phase was dried concentrated purified by column chromatography (eluent: 50/50 heptane/CH2Cl2)

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a mixture of methyl gentisate (16.8 g, 0.1 mol) and potassium carbonate (15.2 g, 0.11 mol) in 80 ml of DMF, under a nitrogen atmosphere at 80° C., was added chloropropyltrimethylsilane (16.6 g, 0.11 mol) dropwise over 20 minutes. The mixture was heated at 90° C. for 8 hours. It was cooled and poured into 200 ml of water. The mixture was extracted with diisopropyl ether. The organic phase was washed with water, dried over sodium sulphate and then concentrated. After chromatography on silica of the yellow oil obtained (eluent: 90/10 heptane/CH2Cl2), 3.3 g of a clean fraction of methyl 2-hydroxy-5-(3-trimethylsilanylpropyloxy)benzoate were recovered. It was cooled The mixture was extracted with diisopropyl ether The organic phase was washed with water dried over sodium sulphate concentrated

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a mixture of methyl gentisate (16.8 g, 0.1 mol) and potassium carbonate (15.2 g, 0.11 mol) in 80 ml of DMF, under a nitrogen atmosphere at 80° C., was added chloropropyltrimethylsilane (16.6 g, 0.11 mol) dropwise over 20 minutes. The mixture was heated at 90° C. for 8 hours. It was cooled and poured into 200 ml of water. The mixture was extracted with diisopropyl ether. The organic phase was washed with water, dried over sodium sulphate and then concentrated. After chromatography on silica of the yellow oil obtained (eluent: 90/10 heptane/CH2Cl2), 3.3 g of a clean fraction of methyl 2-hydroxy-5-(3-trimethylsilanylpropyloxy)benzoate were recovered. It was cooled The mixture was extracted with diisopropyl ether The organic phase was washed with water dried over sodium sulphate concentrated

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a mixture of methyl gentisate (16.8 g, 0.1 mol) and potassium carbonate (15.2 g, 0.11 mol) in 80 ml of DMF, under a nitrogen atmosphere at 80° C., was added chloropropyltrimethylsilane (16.6 g, 0.11 mol) dropwise over 20 minutes. The mixture was heated at 90° C. for 8 hours. It was cooled and poured into 200 ml of water. The mixture was extracted with diisopropyl ether. The organic phase was washed with water, dried over sodium sulphate and then concentrated. After chromatography on silica of the yellow oil obtained (eluent: 90/10 heptane/CH2Cl2), 3.3 g of a clean fraction of methyl 2-hydroxy-5-(3-trimethylsilanylpropyloxy)benzoate were recovered. It was cooled The mixture was extracted with diisopropyl ether The organic phase was washed with water dried over sodium sulphate concentrated

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

实验步骤: 2-Methylbenzothiazole (14.9 g, 0.10 moles), 3-chloropropyltrimethylsilane (15.0 g, 0.10 moles) and sodium iodide (15.0 g, 0.10 moles) were all suspended in acetonitrile (250 ml) and with stirring the mixture was heated at reflux for four days. The mixture was filtered while hot to remove sodium chloride, the solid was washed with acetonitrile and the filtrate was concentrated to dryness. The residue was stirred with ether and dried. Yield 916 g (25%) mp 203°-205°. was heated at reflux for four days The mixture was filtered while hot to remove sodium chloride the solid was washed with acetonitrile the filtrate was concentrated to dryness The residue was stirred with ether dried

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

实验步骤: 5,6-Dichloro-1-ethyl-2-methylbenzimidazole (22.9 g, 0.10 moles), 3-chloropropyltrimethylsilane (15.0 g, 0.10 moles), and sodium iodide (15.0 g, 0.10 moles) were suspended in acetonitrile (200 ml) and with stirring the mixture was refluxed for 17 hours. It was filtered while hot to remove NaCl and the filtrate treated with ether (300 ml). Solid which precipitated was filtered off, washed with ether and dried. Yield 11.3 g (24%) mp 213°-5°. Additional crops were obtained by concentrating the filtrates and adding more ether. The mp of each crop was lower and less exact than the previous crop but all crops contained at least some product. was refluxed for 17 hours It was filtered while hot to remove NaCl the filtrate treated with ether (300 ml) Solid which precipitated was filtered off washed with ether dried Additional crops were obtained by concentrating the filtrates adding more ether

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

实验步骤: 5,6-Dichloro-1-ethyl-2-methylbenzimidazole (22.9 g, 0.10 moles), 3-chloropropyltrimethylsilane (15.0 g, 0.10 moles), and sodium iodide (15.0 g, 0.10 moles) were suspended in acetonitrile (200 ml) and with stirring the mixture was refluxed for 17 hours. It was filtered while hot to remove NaCl and the filtrate treated with ether (300 ml). Solid which precipitated was filtered off, washed with ether and dried. Yield 11.3 g (24%) mp 213°-5°. Additional crops were obtained by concentrating the filtrates and adding more ether. The mp of each crop was lower and less exact than the previous crop but all crops contained at least some product. was refluxed for 17 hours It was filtered while hot to remove NaCl the filtrate treated with ether (300 ml) Solid which precipitated was filtered off washed with ether dried Additional crops were obtained by concentrating the filtrates adding more ether

反应条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a mixture of methyl gentisate (16.8 g, 0.1 mole) and potassium carbonate (15.2 g, 0.11 mole) in 80 ml of DMF in a nitrogen atmosphere at 80° C. is added chloropropyl trimethyl silane (16.6 g, 0.11 mole) drop by drop over a 20-minute period. The mixture is heated to 90° C. for 8 hours. It is cooled and then poured into 200 ml of water. Extraction is performed with diisopropyl ether. The organic phase is washed with water, dried with sodium sulfate, and then concentrated. After silica chromatography of the resulting yellow oil (eluent: Heptane/CH2Cl2 90:10) we obtain 3.3 g of a clean fraction of methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate. It is cooled Extraction The organic phase is washed with water dried with sodium sulfate concentrated