Chlorotrimethylsilane → HCID 23048846, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred mixture of 17.2 parts of phenyl [4-[4-(4-methoxy-3,5-dimethylphenyl)-1-piperazinyl]phenyl]carbamate, 225 parts of N,N-dimethylformamide and 9.1 parts of N,N-diethylethanamine were added 9.6 parts of chlorotrimethylsilane. The whole was stirred first for 2 hours at room temperature and further for 2 hours at 80° C. After cooling, 10.1 parts of 2-bromoethanamine hydrobromide were added and stirring was continued for 1 hour. The resulting solution was added to a stirred mixture of 9.2 parts of a sodium hydride dispersion 50% and 45 parts of N,N-dimethylformamide. After stirring for 2 hours at room temperature, 6.15 parts of 1-bromopropane were added dropwise. Upon completion, stirring was continued overnight at room temperature. The reaction mixture was poured into water. The precipitated product was filtered off and crystallized from 2-propanol, yielding 5.6 parts (33.1%) of 1-[4-[4-(4-methoxy-3,5-dimethylphenyl)-1-piperazinyl]phenyl]- 3-propyl-2-imidazolidinone (int. 16).

Provenance & Evidence