REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW „NO2 SnCl,/ HCI NH3 CI „NH2 кон CH,COOH CH;COOH 1 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline toluene 5 a-Chloro-2,6- Lidocaine dimethylacetanilide The present synthesis of lidocaine begins with 2,6-dimethylnitrobenzene (1). This compound can be made from 1,3-dimethylbenzene, also known as m-xylene, which is more difficult to make. Luckily, m-xylene is commercially available, so a synthesis of 1 from m-xylene is a practical alternative if one wants to begin the synthesis of lidocaine with m-xylene. Suppose you want to prepare 1 from m-xylene. Show with chemical equations the reagents that you would use, and the possible isomers that would result.

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REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW
NO2 SnCl,/ HCI
NH3 CÌ
NH2
КОН
CH,COOH
CH;COOH
1
2
3
2,6-Dimethy-
2,6-Dimethy-
nitrobenzene
aniline
toluene
4
a-Chloro-2,6-
Lidocaine
dimethylacetanilide
1. The present synthesis of lidocaine begins with 2,6-dimethylnitrobenzene (1). This compound can
be made from 1,3-dimethylbenzene, also known as m-xylene, which is more difficult to make.
Luckily, m-xylene is commercially available, so a synthesis of 1 from m-xylene is a practical
alternative if one wants to begin the synthesis of lidocaine with m-xylene.
Suppose you want to prepare 1 from m-xylene. Show with chemical equations the reagents that
you would use, and the possible isomers that would result.
Transcribed Image Text:REFER TO THE SCHEME FOR THE SYNTHESIS OF LIDOCAINE SHOWN BELOW NO2 SnCl,/ HCI NH3 CÌ NH2 КОН CH,COOH CH;COOH 1 2 3 2,6-Dimethy- 2,6-Dimethy- nitrobenzene aniline toluene 4 a-Chloro-2,6- Lidocaine dimethylacetanilide 1. The present synthesis of lidocaine begins with 2,6-dimethylnitrobenzene (1). This compound can be made from 1,3-dimethylbenzene, also known as m-xylene, which is more difficult to make. Luckily, m-xylene is commercially available, so a synthesis of 1 from m-xylene is a practical alternative if one wants to begin the synthesis of lidocaine with m-xylene. Suppose you want to prepare 1 from m-xylene. Show with chemical equations the reagents that you would use, and the possible isomers that would result.
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