Etomidate Hydrochloride

3 g (0.5 mol) 2-(p-chlorophenoxy) isobutyric acid and 56.0 g (0.25 mol) 7-hydroxy-ethyltheophylline were suspended together in 250 ml xylene. They were heated together for 15 hours in a water separator following the addition of 1.5 g p-toluenesulfonic acid. The solution was next agitated with dilute sodium bicarbonate solution (0.5 mol NaHCOa), water washed and evaporated in a rotary evaporator. 

The residue was then crystallized from isopropanol, yielding 58.0 g (55% yield) of 1 -(7-theo-phyllinyl)-2-athyl [2-(p-chlorophenoxy)-isobutyrate]. The compound had a melting point of 131°Cto 132°C. 

Chemical Name 1-(1-Phenylethyl)-5-(ethoxy-carbonyl)imidazole hydrochloride Common Name — 

To a mixture of 1,115 parts dl-1 -phenylethylamine and 950 parts dimethylformamide are added successively 655 parts triethylamine and 1,130 parts ethyl chloroacetate. After the addition is complete, the whole Is stirred overnight. Then there are added 5,600 parts anhydrous ether and the whole is filtered. 

The filtrate is washed four times with water, dried and evaporated, yielding dl-N-[ (ethoxy-carbonyDmethyl] -1 -phenylethylamine. This residue is dissolved in 4 00 parts xylene while refluxing and to this solution are added 450 parts formic acid. After boiling for a few hours, the mixture is cooled and washed successively three times with a 20%solution of formic acid, water, sodium hydrogen carbonate solution. 

Chemical Abstracts Registry No. 519 37.g (Base) Trade Name Manufacturer 

2-(p-Chlorophenoxy)isobutyric acid 7-Hy droxy ethy I theophy II ine 

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