Sodium Chloride → Pyridinium, 3-[2-(2-hydroxy-1-naphthalenyl)diazenyl]-1-methyl-, methyl sulfate (1:1)

Participants

Reaction Conditions

Reaction Steps

A mixture of 50.25 pounds of sodium chloride and 37 pounds (67.5 moles) or 1-(3-pyridylazo)-2-naphthol was blended in a 4.6 ft.3Littleford-Lodige precision blender and 18.75 pounds (67.5 moles) of dimethyl sulfate added thereto over a period of about 60 minutes in nine portions. The temperature of the reaction was maintained at about 35° C and the mixture blended for about 1 hour after addition of the dimethyl sulfate was complete. The crude product weighed 100 pounds (95% yield) and contained less than 0.1% of the substrate base and less than 0.01% dimethyl sulfate.

Provenance & Evidence