Reaction #5863

Reaction equation

ammonium carbonate

N,α-bis-formyl-N-(1,2,3,4-tetrahydronaphthalen-1-yl)glycine methyl ester

→

1-(1,2,3,4-Tetrahydronaphthalen-1-yl)-5-imidazolecarboxylic acid methyl ester

Solvents

xylene

Conditions

Workup

1. 1
   Temperaturethe temperature is raised to 120° C. for 3 hours
2. 2
   ConcentrationAfter concentration the 1-(1,2,3,4-tetrahydronaphthalen-1-yl)-5-imidazolecarboxylic acid methyl ester
3. 3
   Otherprecipitates from the solution

Procedure

33.0 g of ammonium carbonate are added at room temperature to a solution of 15.5 g of N,α-bis-formyl-N-(1,2,3,4-tetrahydronaphthalen-1-yl)glycine methyl ester in 300 ml of xylene. The mixture is heated to 70° C. for 1 hour then the temperature is raised to 120° C. for 3 hours. After concentration the 1-(1,2,3,4-tetrahydronaphthalen-1-yl)-5-imidazolecarboxylic acid methyl ester precipitates from the solution, having a melting point of 63° C.

Source