
Interpretation:
Using benzene and any other necessary
Concept introduction:
The steps involved in the synthesis of sulfathiazole from benzene are i) Nitration of benzene ii) Reduction of nitrobenzene iii) Acetylation of the amino group iv) Chlorosulfonation of the anilide v) Treatment with 2-aminothiazole vi) Hydrolysis of the anilide to an amine.
To Show:
How to synthesize sulfathiazole starting from benzene and using any other necessary amines.
Answer:
The synthesis of sulfathiazole starting from benzene and using any other necessary amines is given below.
Explanation:
Nitration of benzene with Conc. HNO3 and Conc. H2SO4 yields nitrobenzene which on reduction with H2/Pt in ethanol gives aniline. Acetylation of aniline with acetic anhydride produces acetanilide. Chlorosulfonation of acetanilide leads to the formation of a p-chlorosulfonate as anilide group is orthp and para directing. Treatment of chlorosulfonate with 2-aminothiazole yields N-acetylsulfothiazole. Hydrolysis of N-acetylsulfothiazole yields sulfathiazole.
Conclusion:
The synthesis of sulfathiazole starting from benzene and using 2-aminothiazole is given below.

Trending nowThis is a popular solution!

Chapter 24 Solutions
EBK ORGANIC CHEMISTRY
- When anisole is treated with excess bromine, the reaction gives a product which shows two singlets in 1H NMR. Draw the product.arrow_forward(ii) Draw a reasonable mechanism for the following reaction: CI NaOH heat OH (hint: SNAr Reaction) :arrow_forwardDraw the major product in each of the following reaction:arrow_forward
- Draw the mechanism for the following Friedel-Craft reaction. AlBr3 Brarrow_forward(a) Draw the structures of A and B in the following reaction. (i) NaNH2, NH3(1) A + B (ii) H3O+arrow_forwardFor the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 →> NO₂+ NO3_(K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → → NO2 + O2 + NO (K2) NO + N2O5- NO2 + NO2 + NO2 (K3) d[N₂O5] __2k‚k₂[N2O5] Indicate whether the following rate expression is acceptable: dt k₁₁+ k₂arrow_forward
- Consider the following decomposition reaction of N2O5(g): For the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 → NO2 + NO3 (K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → NO2 + O2 + NO (K2) NO + N2O5 → NO2 + NO2 + NO2 (K3) Indicate whether the following rate expression is acceptable: d[N2O5] = -k₁[N₂O₂] + K¸₁[NO₂][NO3] - K¸[NO₂]³ dtarrow_forwardIn a reaction of A + B to give C, another compound other than A, B or C may appear in the kinetic equation.arrow_forwardFor the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 →> NO₂+ NO3_(K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → → NO2 + O2 + NO (K2) NO + N2O5- NO2 + NO2 + NO2 (K3) d[N₂O5] __2k‚k₂[N2O5] Indicate whether the following rate expression is acceptable: dt k₁₁+ k₂arrow_forward
- Given the reaction R + Q → P, indicate the rate law with respect to R, with respect to P and with respect to P.arrow_forwardSteps and explanations. Also provide, if possible, ways to adress this kind of problems in general.arrow_forwardk₁ Given the reaction A B, indicate k-1 d[A] (A). the rate law with respect to A: (B). the rate law with respect to B: d[B] dt dtarrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning


