Reaction #94992

ord-1123ac975f29475ca70fb7029fd9b47f

Reaction equation

N=C(N)C(Cl)(Cl)Cl
trichloroacetamidine
COC(=O)CC(C)=O
methylacetoacetate
NC(=O)Cl
carbamoyl chloride
Cc1cc(O)nc(C(Cl)(Cl)Cl)n1
4-hydroxy-6-methyl-2-trichloromethylpyrimidine

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The pyrimidinyl carbamate compounds of the present invention may be prepared by reacting trichloroacetamidine with the corresponding acetoacetate to form the corresponding 4-hydroxy-2-trichloromethylpyrimidine, which is then reacted with a selected carbamoyl chloride. These general reactions are illustrated below in equations (A) and (B). In equation (A), trichloroacetamidine is reacted with methylacetoacetate to form 4-hydroxy-6-methyl-2-trichloromethylpyrimidine. In equation (B), the 4-hydroxy-6-methyl-2-trichloromethylpyrimidine is reacted with dimethylcarbamoyl chloride to form 6-methyl-2-trichloromethyl-4-pyrimidinyl dimethylcarbamate. ##STR3##

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04343803uspto-grants-1982_08