To prepare and submit tolbutamide from p-toluene sulfonamide.

 Experiment

Synthesis of Tolbutamide 

Object:

To prepare and submit tolbutamide from p-toluene sulfonamide and calculate its percentage yield.

Principle:

The synthesis of tolbutamide involves addition reaction of p-toluene sulfonamide and butyl isocyanate in the presence of triethylamine and tetrahydrofuran.

Reaction: 

Chemical Required:

p-Toluene Sulfonamide – 1 g

Butyl isocyanate – 1 g

Triethylamine – 1.2 ml

Tetrahydrofuran – 10 ml

Glasswares: 

RBF, pippet,beaker,funnel, glass rod etc

Procedure: 

1. About N-butyl isocyanate (1m mol) and triethylamine (1.2m mol) in around bottom flask containing 10 ml of tetrahydrofuran, kept in an ice bath. 

2. To the above mixture P-toluene sulfonamide (1m mol) was added drop wise at 0℃.

3. After completing the addition, the temperature was suddenly raised to 35-45℃ and stirred for 3-4 Hrs. 

4. Then the solution was filtered. The product was separated and dried. 

5. Then it was recrystalised by using Diethyl ether. 

Melting Point: 128℃ to 129℃

Use:

It is aAnti-diabetic drug.

Observation:

Theoretical Yield:______mg

Practical Yield:_______mg

Percentage Yield:____%

Result:

The percentage of tolbutamide was found to be___%.

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What is the use of tolbutamide.

Synthesis reaction of tolbutamide.

Tolbutamide experiment.