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

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.SE: Something Extra

Problem 57AP

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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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