a. There are three diazines (C4H4N2) differing in the relative arrangements of the two nitrogens in the
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Question:
a. There are three diazines (C4H4N2) differing in the relative arrangements of the two nitrogens in the six-membered ring.
i. Why is it difficult to diprotonate a diazine? 1 mark
ii. Which is the only chlorodiazine that does not undergo easy nucleophilic substitution of the chloro group, and why? 2 mark
iii. The 1,3-diazine derivative, 4-amino-5-cyano-2-methylpyrimidine 6, is an intermediate in a synthesis of thiamine (vitamin B1). The synthesis of 6 is outlined in the following scheme.
Outline a reasonable mechanism for step 1 of the sequence. 5 marks
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ISBN: 978-0077446956
15th Edition
Authors: Philip R. Cateora, Mary C. Gilly, John L. Graham
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