Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shown. (Synthesis of Caffeine from Uric Acid)

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
Section21.1: Naming Carboxylic Acid Derivatives
Problem 1P: Give IUPAC names for the following substances:
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Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shown. (Synthesis of Caffeine from Uric Acid) 

CH3
CH3
CH3N
N.
CH&N
N,
2[H]
POCI3
-HCI
A
'N'
N'
'N'
N.
CH3
CH3
Chlorocaffeine
Caffeine
Transcribed Image Text:CH3 CH3 CH3N N. CH&N N, 2[H] POCI3 -HCI A 'N' N' 'N' N. CH3 CH3 Chlorocaffeine Caffeine
H
CH3
CH3
HN
CH3N
N.
CH:N
CH3I
-ОН
NaOH
N'
N'
N-
N'
N'
N'
H
H
CH3
H
CH3
Uric Acid
1,3,7-Trimethyluric Acid
Enolic
Transcribed Image Text:H CH3 CH3 HN CH3N N. CH:N CH3I -ОН NaOH N' N' N- N' N' N' H H CH3 H CH3 Uric Acid 1,3,7-Trimethyluric Acid Enolic
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