N-methyl-3-trimethoxysilylpropan-1-amine

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

Procedure: A mixture of 23.23 g of N-methyl-(3-(trimethoxysilyl)propyl)amine (0.12 mol, 20% excess) and of 20.65 g of dicyclohexylcarbodiimide (0.1 mol) was heated for 6 h at 100° C. (carbodiimide conversion of 94%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 41.3 g of a colorless, moderately viscous liquid corresponding to the expected guanidine, containing 6% of the initial amine.

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

Procedure: A mixture of 60.5 g of N-methyl-(3-(trimethoxysilyl)propyl)amine (0.313 mol) and of 47.6 g of diisopropylcarbodiimide (0.376 mol, 20% excess) was heated for 3 h 30 min at 100° C. (amine conversion of greater than 99%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 99.5 g of a colorless, low-viscosity liquid corresponding to the expected guanidine.

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

Procedure: A mixture of 23.23 g of N-methyl-(3-(trimethoxysilyl)propyl)amine (0.12 mol, 20% excess) and of 20.65 g of dicyclohexylcarbodiimide (0.1 mol) was heated for 6 h at 100° C. (carbodiimide conversion of 94%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 41.3 g of a colorless, moderately viscous liquid corresponding to the expected guanidine, containing 6% of the initial amine.

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

Procedure: A mixture of 60.5 g of N-methyl-(3-(trimethoxysilyl)propyl)amine (0.313 mol) and of 47.6 g of diisopropylcarbodiimide (0.376 mol, 20% excess) was heated for 3 h 30 min at 100° C. (amine conversion of greater than 99%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 99.5 g of a colorless, low-viscosity liquid corresponding to the expected guanidine.

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

Procedure: Mercaptopropyltrimethoxysilane; N-methylaminopropyltrimethoxysilane; Methyltriacetoxysilane; Methyltriethoxysilane; Methyl trimethoxysilane;

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

Procedure: To a 1 L reactor equipped with a thermometer, a condenser and a loading glass were added 200 mL of diethylether and 11 g of cyanoacetylchloride, followed by stirring at room temperature in the presence of nitrogen. To the reactor were slowly added 20 g of N-methylaminopropyl trimethoxysilane (0.104 mol) and 11 g of pyridine (0.14 mol) in 100 mL of diethylether by using the loading glass. The reaction mixture was stirred for 2 hours at room temperature and then the precipitated pyridine salt was eliminated. After removing the solvent and non-reactants, the reaction mixture was distilled under reduced pressure to give 21 g of N-methyl-N-(3-trimethoxysilylpropyl)cyanoacetamide (formula 3). The yield was 75%. To a 1 L reactor equipped with a thermometer, a condenser The reaction mixture was stirred for 2 hours at room temperature After removing the solvent and non-reactants the reaction mixture was distilled under reduced pressure

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

Procedure: To a 1 L reactor equipped with a thermometer, a condenser and a loading glass were added 200 mL of diethylether and 11 g of cyanoacetylchloride, followed by stirring at room temperature in the presence of nitrogen. To the reactor were slowly added 20 g of N-methylaminopropyl trimethoxysilane (0.104 mol) and 11 g of pyridine (0.14 mol) in 100 mL of diethylether by using the loading glass. The reaction mixture was stirred for 2 hours at room temperature and then the precipitated pyridine salt was eliminated. After removing the solvent and non-reactants, the reaction mixture was distilled under reduced pressure to give 21 g of N-methyl-N-(3-trimethoxysilylpropyl)cyanoacetamide (formula 3). The yield was 75%. To a 1 L reactor equipped with a thermometer, a condenser The reaction mixture was stirred for 2 hours at room temperature After removing the solvent and non-reactants the reaction mixture was distilled under reduced pressure

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

Procedure: To a 1 L reactor equipped with a thermometer, a condenser and a loading glass were added 200 mL of diethylether and 11 g of cyanoacetylchloride, followed by stirring at room temperature in the presence of nitrogen. To the reactor were slowly added 20 g of N-methylaminopropyl trimethoxysilane (0.104 mol) and 11 g of pyridine (0.14 mol) in 100 mL of diethylether by using the loading glass. The reaction mixture was stirred for 2 hours at room temperature and then the precipitated pyridine salt was eliminated. After removing the solvent and non-reactants, the reaction mixture was distilled under reduced pressure to give 21 g of N-methyl-N-(3-trimethoxysilylpropyl)cyanoacetamide (formula 3). The yield was 75%. To a 1 L reactor equipped with a thermometer, a condenser The reaction mixture was stirred for 2 hours at room temperature After removing the solvent and non-reactants the reaction mixture was distilled under reduced pressure

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

Procedure: A mixture of 23.23 g of N-methyl-(3-(trimethoxysilyl)propyl)amine (0.12 mol, 20% excess) and of 20.65 g of dicyclohexylcarbodiimide (0.1 mol) was heated for 6 h at 100° C. (carbodiimide conversion of 94%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 41.3 g of a colorless, moderately viscous liquid corresponding to the expected guanidine, containing 6% of the initial amine.

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

Procedure: A mixture of 60.5 g of N-methyl-(3-(trimethoxysilyl)propyl)amine (0.313 mol) and of 47.6 g of diisopropylcarbodiimide (0.376 mol, 20% excess) was heated for 3 h 30 min at 100° C. (amine conversion of greater than 99%). The final colorless mixture was devolatilized at 100° C. under 2 mbar for 2 h to give 99.5 g of a colorless, low-viscosity liquid corresponding to the expected guanidine.