1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: sodium tetrahydroborate; acetic acid / 1,4-dioxane / 3.5 h / 10 - 105 °C 3.1: hydrogenchloride / water / 30 °C 3.2: 1 h / 0 - 20 °C 3.3: 1 h 4.1: sodium hydroxide / ethanol; water / 0.5 h / 60 °C / Inert atmosphere 4.2: 12 h / 60 °C / Inert atmosphere 5.1: toluene / 24 h / 120 °C 6.1: hydrogenchloride / ethanol / 1.5 h / 80 °C / Reflux 6.2: pH 14 View Scheme

1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: sodium tetrahydroborate / 1,4-dioxane / 0.17 h / 10 °C 2.2: 3.5 h / 10 - 105 °C View Scheme

1: With water; sodium hydroxide in ethanol T=80°C; 17 h; 2: With hydrogenchloride in water pH=2;

1: With sodium hydroxide in methanol; water T=65°C; 2 h; 2: With hydrogenchloride in methanol

morpholine; sulfur Erwaermen des Reaktionsprodukts mit wss.-aethanol. NaOH;

1.1: sodium hydride / ethyl acetate; N,N-dimethyl-formamide; toluene / 10 h / 80 °C 1.2: 2 h / 110 °C 1.3: pH 9 2.1: sulfur / ethyl acetate; water / 7 h / 110 °C 3.1: sodium hydroxide; water / ethanol / 17 h / 80 °C 3.2: pH 2 View Scheme

1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C 2.1: sodium tetrahydroborate; acetic acid / 1,4-dioxane / 3.5 h / 10 - 105 °C 3.1: hydrogenchloride / water / 30 °C 3.2: 1 h / 0 - 20 °C 3.3: 1 h 4.1: sodium hydroxide / ethanol; water / 0.5 h / 60 °C / Inert atmosphere 4.2: 12 h / 60 °C / Inert atmosphere View Scheme

sulfuric acid