Heating 9-alkylated 2-amino-6-chloropurine under acidic aqueous conditions gives 9-alkylated guanine. Provide a curly arrow mechanism for this transformation. CI 1) HCl in H2O (рH ~ 1) reflux HN' H2N 2) neutralisation H2N

Heating 9-alkylated 2-amino-6-chloropurine under acidic aqueous conditions gives 9-alkylated guanine. Provide a curly arrow mechanism for this transformation. CI 1) HCl in H2O (рH ~ 1) reflux HN' H2N 2) neutralisation H2N

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.63P

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Question

Please answer all parts

Heating 9-alkylated 2-amino-6-chloropurine under acidic aqueous
conditions gives 9-alkylated guanine. Provide a curly arrow mechanism for
this transformation.
1) HCl in H20 (pH ~ 1)
reflux
HN
H2N
2) neutralisation
H2N

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