N-ethylcyclohexanamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: 5-Acetyl-2-acetamino-N-ethyl-N-cyclohexyl-benzylamine, m.p. 98-100° C was prepared from 5-acetyl-2-acetamino-benzyl bromide and N-ethyl-cyclohexylamine analogous to Example 8.

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

Procedure: 2-Amino-N-cyclohexyl-N-ethyl-5-methoxy-benzylamine was prepared from 2-amino-5-methoxy-benzyl alcohol, thionyl chlorie and N-ethyl-cyclohexylamine analogous to Example 1. Proof of structure by IR- and UV-spectra. IR-spectrum (methylenechloride): 3250 cm-1NH2 ; 3400 cm-1NH2 ; 2830 cm-1OCH3 ; 2800 cm-1N-ethyl (shoulder); 2850 cm-1 aliphatic hydrocarbon; 2930 cm-1 aliphatic hydrocarbon; 1500 cm-1C=C; 1600 cm-1C=C.

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: N-Cyclohexyl-N-ethyl 4-(1H-benzimidazylmethyl)benzamide was prepared by the method of Example 9 starting with N-ethylcyclohexylamine and reacting with trimethylaluminium and ethyl 4-(1H-benzimidazylmethyl)benzoate.

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

Procedure: N-Cyclohexyl-N-ethyl 4-(1H-benzimidazylmethyl)benzamide was prepared by the method of Example 9 starting with N-ethylcyclohexylamine and reacting with trimethylaluminium and ethyl 4-(1H-benzimidazylmethyl)benzoate.

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

Procedure: 5-(1-Cyclohexyl-1,2,3,4-tetrazol-5-yl)valeric acid (2.4 g) is dissolved in tetrahydrofuran (50 ml), and thereto is added triethylamine (1.1 g). To the mixture is added dropwise with stirring isobutyl chloroformate (1.5 g) under ice-cooling, and the mixture is stirred at room temperature for 30 minutes. To the mixture is added dropwise with stirring N-ethyl-cyclohexylamine (1.5 g) at room temperature, and the mixture is further stirred for 2 hours. After distilling off tetrahydrofuran, water is added to the residue, and the mixture is extracted with chloroform. The chloroform layer is washed with an aqueous saturated sodium chloride solution and dried over magnesium sulfate. Chloroform is distilled off, and the resulting residue is subjected to column chromatography (Kieselgel 60, made by Merck & Co., eluting solvent, chloroform) to isolate N-ethyl-N-cyclohexyl-5-(1-cyclohexyl-1,2,3,4-tetrazol-5-yl)valeramide (2.6 g), white crystalline powder (ether), m.p. 92°-95° C. cooling the mixture is further stirred for 2 hours After distilling off tetrahydrofuran, water is added to the residue the mixture is extracted with chloroform The chloroform layer is washed with an aqueous saturated sodium chloride solution dried over magnesium sulfate Chloroform is distilled off the resulting residue is subjected to column chromatography (Kieselgel 60, made by Merck & Co., eluting solvent, chloroform)