Solutions_Manual_for_Organic_Chemistry_6th_Ed 448

Solutions_Manual_for_Organic_Chemistry_6th_Ed 448 - 19-15...

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Unformatted text preview: 19-15 Pr- N-H I H ..--.... H� n n ..--.... CH3 - I + HC03CH3 - I .. .. Pr- N-H � Pr- N - I), H 19- 16 + + (b) (c) excess NH3 excess NH3 Br � --- H2N � B PhCH2 r 19- 17 ° (a) CH3C -NHCH2 H3 C II 19- 18 I f the amino group were not protected, it would do a nucleophilic substitution on chlorosulfonic acid. Later in the sequence, this group could not be removed without cleaving the other sulfonamide group. 6� / NH-S03H / I c . 19-19 NH-� ====:: A >I YJ � � both sulfonamide, 2NH2 sulfathiazole continued on next page 443 ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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