Q20 · CSIR-NET Chemistry, June 2011
Paper: CSIR-NET June 2011 · Subject: Organic Chemistry · Chapter: Natural Products · Topic: Natural Products – General · Marks: 2 · Difficulty: Medium
The major product formed on nitration $\left(\mathrm{HNO_3}/\mathrm{H_2SO_4}\right)$ of uridine followed by reduction with tin and $\mathrm{HCl}$ is:
(a)
(b)
(c)
(d)
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
Electrophilic nitration of uridine occurs at C-5 of the uracil ring (the enamine-like position). Sn/HCl reduces NO₂ to NH₂, giving 5-aminouridine (c).
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