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EEL - USP

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C<br />

OH<br />

N C<br />

H<br />

+ Cl HCl<br />

8) Aminas / PCl3 / ácidos orgânicos.<br />

+<br />

C<br />

N - Metil benzamida<br />

Primeiro há um ataque nucleofílico da amina ao PCl3.<br />

Cl<br />

H<br />

O<br />

N C<br />

H<br />

R N + P Cl<br />

R N P + Cl HCl + R N PCl2 H2 Cl<br />

Cl<br />

R N + R N P +<br />

H 2<br />

H<br />

R N<br />

H<br />

P N R<br />

Cl<br />

H<br />

Δ<br />

Cl<br />

Cl<br />

H<br />

R N<br />

H<br />

H<br />

H<br />

Cl<br />

Cl H H<br />

P N R + Cl<br />

R N P N R + Cl<br />

H<br />

HCl + R N P N R<br />

H<br />

H<br />

Cl H<br />

HCl + R N P N R<br />

Em seguida, o ácido reage com o fosfazo composto formado,<br />

levando à obtenção da amida substituída.<br />

R C<br />

O<br />

R C<br />

O<br />

OH<br />

H<br />

+ N R<br />

H<br />

N R<br />

P N R<br />

P N R<br />

R C<br />

O<br />

R C<br />

O<br />

OH<br />

N R<br />

H<br />

H<br />

N R<br />

P N R<br />

+ P N R<br />

130

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