7. In the reaction below, what factors come into play to favor attack of diethylamine on the a-carbon (carbon 1 in red), rather than on the amide C=0 carbon (carbon 2 in red)? 5

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Chapter1: Chemical Foundations
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REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW
NO2 SnCl,/ HCI
NH3 CI
NH2
Кон
CH,COOH
CH;COOH
1
2
3
2,6-Dimethy-
2,6-Dimethy-
nitrobenzene
aniline
H
toluene
5
a-Chloro-2,6-
Lidocaine
dimethylacetanilide
Transcribed Image Text:REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW NO2 SnCl,/ HCI NH3 CI NH2 Кон CH,COOH CH;COOH 1 2 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline H toluene 5 a-Chloro-2,6- Lidocaine dimethylacetanilide
7. In the reaction below, what factors come into play to favor attack of diethylamine on the
a-carbon (carbon 1 in red), rather than on the amide C=O carbon (carbon 2 in red)?
H
5
Transcribed Image Text:7. In the reaction below, what factors come into play to favor attack of diethylamine on the a-carbon (carbon 1 in red), rather than on the amide C=O carbon (carbon 2 in red)? H 5
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