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Tolbutamide synthesis


BP607P Medicinal Chemistry III Practical : I Preparation of drugs Sulphanilamide * 7-Hydroxy, 4-methyl coumarin * Chlorobutanol * Triphenyl imidazole * Tolbutamide * Hexamine II Assay of drugs Isonicotinic acid hydrazide * Chloroquine * Metronidazole * Dapsone * Chlorpheniramine maleate * Benzyl penicillin III Microwave irradiation technique Synthesis of Phenytoin by Microwave * Synthesis of Aspirin by Microwave IV Drawing structures and reactions using chem draw®


Aim

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:

Synthesis of Tolbutamide

Chemical Required:

p-Toluene Sulfonamide – 1 g
Butyl isocyanate – 1 g
Triethylamine – 1.2 ml
Tetrahydrofuran – 10 ml

Procedure:

About N-butyl isocyanate (1m mol) and triethylamine (1.2m mol) in a round bottom flask containing 10 ml of tetrahydrofuran, kept in an ice bath.
To the above mixture P-toluene sulfonamide (1m mol) was added drop wise at 0oc.
After completing the addition, the temperature was suddenly raised to 35-45oC and stirred for 3-4 Hrs.
Then the solution was filtered.
The product was separated and dried. Then it was recrystalised by using Diethyl ether.

Melting Point: 128oC to 129oC

Use:

Anti-diabetic

Report:

Tolbutamide was Prepared and submitted. Report the Following
Theoretical Yield:
Practical Yield:
Percentage Yield:


Third Year B Pharm Notes, Syllabus, Books, PDF Subjectwise/Topicwise

T Y B Pharm Sem VT Y B Pharm Sem VI
BP501T Medicinal Chemistry II TheoryBP601T Medicinal Chemistry III Theory
BP502T Industrial Pharmacy TheoryBP602T Pharmacology III Theory
BP503T Pharmacology II TheoryBP603T Herbal Drug Technology Theory
BP504T Pharmacognosy II TheoryBP604T Biopharmaceutics and Pharmacokinetics Theory
BP505T Pharmaceutical Jurisprudence TheoryBP605T Pharmaceutical Biotechnology – Theory
BP506P Industrial Pharmacy I PracticalBP606T Quality Assurance Theory
BP507P Pharmacology II PracticalBP607P Medicinal chemistry III Practical
BP508P Pharmacognosy II PracticalBP608P Pharmacology III Practical
BP609P Herbal Drug Technology Practical

Suggested readings

  • Chlorobutanol Synthesis
  • BP607P Medicinal Chemistry III Practical
  • Benzoic acid from benzamide synthesis: Pharmaceutical Chemistry Practical
  • 7-Hydroxy 4-methyl coumarin synthesis
  • Synthesis of Sulphanilamide

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