N-(cyanomethyl)-2-phenylacetamide

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

Procedure: To a stirred mixture of 4.9 g (0.028 mole) N-cyanomethyl phenylacetamide (the product of Example 6) and 5.7 g (0.031 mole) trichloromethylsulfenyl chloride in ml methylene chloride which had been cooled in an ice bath, 3.5 g (0.035 mole) triethylamine in 25 ml methylene chloride were dropped in over 20 minutes. The reaction mixture was washed three times with 75 ml portions of water, dried over magnesium sulfate and stripped to give 8.0 g of a dark brown oil, which failed to crystallize. had been cooled in an ice bath The reaction mixture was washed three times with 75 ml portions of water dried over magnesium sulfate

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

Procedure: To a stirred mixture of 4.9 g (0.028 mole) N-cyanomethyl phenylacetamide (the product of Example 6) and 5.7 g (0.031 mole) trichloromethylsulfenyl chloride in ml methylene chloride which had been cooled in an ice bath, 3.5 g (0.035 mole) triethylamine in 25 ml methylene chloride were dropped in over 20 minutes. The reaction mixture was washed three times with 75 ml portions of water, dried over magnesium sulfate and stripped to give 8.0 g of a dark brown oil, which failed to crystallize. had been cooled in an ice bath The reaction mixture was washed three times with 75 ml portions of water dried over magnesium sulfate

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

Procedure: To aminoacetonitrile hydrochloride and 40 g (0.4 moles) triethylamine in 300 ml chloroform which was then cooled in an ice bath, the acid chloride from step (a) in 50 ml chloroform was dropped in over 60 minutes. The reaction mixture was washed three times with 200 ml water, dried over magnesium sulfate and stripped to give an oil. The oil was rubbed with 50 ml hexane and immediately solidified to give 30.4 g of beige solids, melting point 87° C. to 91° C. The reaction mixture was washed three times with 200 ml water dried over magnesium sulfate to give an oil

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

Procedure: To aminoacetonitrile hydrochloride and 40 g (0.4 moles) triethylamine in 300 ml chloroform which was then cooled in an ice bath, the acid chloride from step (a) in 50 ml chloroform was dropped in over 60 minutes. The reaction mixture was washed three times with 200 ml water, dried over magnesium sulfate and stripped to give an oil. The oil was rubbed with 50 ml hexane and immediately solidified to give 30.4 g of beige solids, melting point 87° C. to 91° C. The reaction mixture was washed three times with 200 ml water dried over magnesium sulfate to give an oil

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

Procedure: To a stirred mixture of 4.9 g (0.028 mole) N-cyanomethyl phenylacetamide (the product of Example 6) and 5.7 g (0.031 mole) trichloromethylsulfenyl chloride in ml methylene chloride which had been cooled in an ice bath, 3.5 g (0.035 mole) triethylamine in 25 ml methylene chloride were dropped in over 20 minutes. The reaction mixture was washed three times with 75 ml portions of water, dried over magnesium sulfate and stripped to give 8.0 g of a dark brown oil, which failed to crystallize. had been cooled in an ice bath The reaction mixture was washed three times with 75 ml portions of water dried over magnesium sulfate