Preparation of Acetanilide

Synthesis of Acetanilide Reaction O NH2 + H3C C O O C CH3 O N C CH3 H + H3C O C OH Aniline Acetic anhydride Acetanilide Acetic acid innovation Acetanilide is a useful precursor to many pharmaceuticals such as aceta instantophen and penicillin. Experimental Procedure. (Estimated time 1. 5 h. ) Unless otherwise noted, all manipulations should be done in the chemical fume hood. Place 100 L of aniline into a tared 10 X 75-mm test tube (standing in a small beaker or Erlenmeyer flask). Now add 0. -mL of distilled weewee with swirling, followed by 3 drops of concentrated hydrochloric acid. Add 10 mg of powdered decolorizing charcoal, or the pelletized form (Norit) to the resulting dissolvent. Fit the test tube with a cork nag and take it back to your hood. Gravity trickle this suspension (25-mm funnel fitted with fluted fast-grade separate paper see instructor) into a 3. 0-mL conical vial containing a magnetized spin vane. Wet the filter paper in advance with distilled water and blo t the excess water from the stem of the funnel.Use an concomitantal 0. 5 mL of distilled water to rinse the test tube and pass that through the filter paper into your vial. Your aniline hydrochloride solution is ready for reply. Assemble the apparatus as shown below CONICAL VIAL W/ MAGNETIC SPIN ne twork AND AIR CONDENSER Dissolve cl mg (1. 10 mmol) of sodium acetate trihydrate in 0. 5 mL of distilled water in a 10 X 17-mm test tube. Cap the tube and set the solution aside for use in the next step.Feature Article Free-Radical Bro momentationAdd, with stirring, 150 L of acetic anhydride to the solution of aniline hydrochloride, followed quickly by addition (Pasteur pipet) of the previously prepared solution of sodium acetate. Stir to thoroughly cock the reagents (5 min. ). You should see the formation of a white precipitate. Allow the reaction mixture to stand at room temperature for approximately 5 min and then place it in an ice bath for an additional 5-10 min to complete the c rystallization process.Collect the acetanilide product by filtration under decrease pressure using a Buchner funnel. Rinse the conical vial with two 0. 5-mL portions of distilled water and use the rinse to wash the collected filter cake. Characterization. number and determine the percent yield of the product. Obtain an IR spectrum using the summarize internal reflectance attachment. Take a 1H NMR of your product if at that place is not enough we will pool samples together. Take the melting position of the product and compare it to the literature value. BUCHNER FUNNEL