isocyanatomethyl-dimethoxy-methylsilane

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: A stirred solution conditioned at a temperature of 50° C. of 3.00 g of 2-isopropylimidazole in 50 ml of ethyl acetate was admixed dropwise with 4.39 g of (isocyanatomethyl)dimethoxy(methyl)silane and the mixture was stirred for 60 min. This gave 2-isopropyl-1-{[dimethoxy(methyl)silyl]-methylcarbamoyl}imidazole after filtration as a colorless solid in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR). This gave 2-isopropyl-1-{[dimethoxy(methyl)silyl]-methylcarbamoyl}imidazole after filtration as a colorless solid in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR)

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

Procedure: A stirred solution conditioned at a temperature of 50° C. of 10.0 g of 3,5-dimethylpyrazole in 80 ml of ethyl acetate was admixed dropwise with 16.8 g of (isocyanatomethyl)dimethoxy(methyl)silane and the clear solution was stirred for 60 min. Distillative removal of the solvent under reduced pressure gave 3,5-dimethyl-1-{[dimethoxy(methyl)silyl]methylcarbamoyl}pyrazole in quantitative yield with a purity of >95% (analysis by 29Si and 1H NMR). Distillative removal of the solvent under reduced pressure

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

Procedure: A stirred mixture conditioned at a temperature of 30° C. of 6.74 g of dimethyl malonate and 90.0 mg of sodium methoxide (30% strength solution in methanol) was admixed dropwise with 8.06 g of (isocyanatomethyl)-dimethoxy(methyl)silane and the clear solution was stirred for 90 min. This gave dimethyl 2-{[dimethoxy(methyl)silyl]methylcarbamoyl}malonate after recrystallization from isohexane in 56% yield with a purity of >95% (analysis by 1H NMR). This gave dimethyl 2-{[dimethoxy(methyl)silyl]methylcarbamoyl}malonate after recrystallization from isohexane in 56% yield with a purity of >95% (analysis by 1H NMR)

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

Procedure: A stirred mixture conditioned at a temperature of 30° C. of 6.74 g of dimethyl malonate and 90.0 mg of sodium methoxide (30% strength solution in methanol) was admixed dropwise with 8.06 g of (isocyanatomethyl)-dimethoxy(methyl)silane and the clear solution was stirred for 90 min. This gave dimethyl 2-{[dimethoxy(methyl)silyl]methylcarbamoyl}malonate after recrystallization from isohexane in 56% yield with a purity of >95% (analysis by 1H NMR). This gave dimethyl 2-{[dimethoxy(methyl)silyl]methylcarbamoyl}malonate after recrystallization from isohexane in 56% yield with a purity of >95% (analysis by 1H NMR)

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

Procedure: A stirred mixture conditioned at a temperature of 30° C. of 6.74 g of dimethyl malonate and 90.0 mg of sodium methoxide (30% strength solution in methanol) was admixed dropwise with 8.06 g of (isocyanatomethyl)-dimethoxy(methyl)silane and the clear solution was stirred for 90 min. This gave dimethyl 2-{[dimethoxy(methyl)silyl]methylcarbamoyl}malonate after recrystallization from isohexane in 56% yield with a purity of >95% (analysis by 1H NMR). This gave dimethyl 2-{[dimethoxy(methyl)silyl]methylcarbamoyl}malonate after recrystallization from isohexane in 56% yield with a purity of >95% (analysis by 1H NMR)