JEE Main 2022 (28 Jun, Shift 2) Chemistry Q80: The drug…

Question

The drug tegamet is :

Accepted Answer

Option 3: [figure: five-membered ring containing two N atoms (N at upper left and N at lower left) with ring double bonds; the upper-right ring carbon carries $\mathrm{CH_3}$; the lower-right ring carbon carries a one-carbon line to S, then a two-carbon zigzag to N (H drawn below the N), then a carbon double-bonded to N, which carries CN, and bearing $\mathrm{NHCH_3}$]

Answer

[figure: five-membered ring containing two N atoms, an N bearing H at the top (H drawn above it) and a second N at lower left, with ring double bonds; the ring carbon at lower right carries a two-carbon zigzag chain ending in $\mathrm{NH_2}$]

Answer

[figure: five-membered ring containing O (O at the bottom) with ring double bonds; the left ring carbon carries a one-carbon line to $\mathrm{NMe_2}$; the right ring carbon carries a one-carbon line to S, then a two-carbon zigzag to N (H drawn below the N), then a carbon double-bonded upward to $\mathrm{CH(NO_2)}$ and bearing $\mathrm{NHMe}$]

Answer

[figure: five-membered ring containing two N atoms (N at upper left and N at lower left) with ring double bonds; the upper-right ring carbon carries $\mathrm{CH_3}$; the lower-right ring carbon carries a one-carbon line to S, then a two-carbon zigzag to N (H drawn below the N), then a carbon double-bonded to N, which carries CN, and bearing $\mathrm{NHCH_3}$]

Answer

[figure: six-membered ring containing N; the N carries a zigzag chain of four carbons, the last bearing HO (drawn below) and bonded to a six-membered ring drawn with alternating double bonds, which carries at the opposite ring position a carbon bearing three methyl lines; the ring carbon opposite the N carries a carbon bearing HO and two Ph]

JEE Main 28 June 2022, Shift 2, Chemistry Q80

Same idea in other shifts