Question:hard
The major products X and Y formed in following reaction sequence are
The major products X and Y formed in following reaction sequence are
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Pyrrole with CHCl$_3$/KOH gives chloropyridine by Ciamician-Dennstedt rearrangement, and NaNH$_2$ substitution on halopyridines may proceed through cine-substitution
Updated On: Jun 1, 2026
- A
- B
- C
- D
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The Correct Option is C
Solution and Explanation
Step 1: First reagent on pyrrole.
Pyrrole with chloroform and base undergoes ring expansion to give 3-chloropyridine.
Step 2: Reaction with sodamide.
Sodamide on 3-chloropyridine goes through a pyridyne intermediate by elimination then addition.
Step 3: Product Y.
The amino group adds next to the lost chlorine, giving 4-aminopyridine as the main product.
Step 4: Answer.
\[ \boxed{\text{C}} \]
Pyrrole with chloroform and base undergoes ring expansion to give 3-chloropyridine.
Step 2: Reaction with sodamide.
Sodamide on 3-chloropyridine goes through a pyridyne intermediate by elimination then addition.
Step 3: Product Y.
The amino group adds next to the lost chlorine, giving 4-aminopyridine as the main product.
Step 4: Answer.
\[ \boxed{\text{C}} \]
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