Reductive ways to make Amines

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5 Terms

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NaN3; LiAlH4, H2O (or H2, Pd)

Azide (N3-) displaces LG. Then it is reduced to form an amine

<p>Azide (N3-) displaces LG. Then it is reduced to form an amine</p>
2
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NaCN; LiAlH4 then H2O

Nitrile displaces LG. It is then reduced to form an amine

<p>Nitrile displaces LG. It is then reduced to form an amine</p>
3
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H2, Pd ( or Fe/Zn/Sn with HCl)

Nitro group(-NO2) on benzene is reduced to an amino group (-NH2)

<p>Nitro group(-NO2) on benzene is reduced to an amino group (-NH2)</p>
4
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LiAlH4 then H2O (w/ amide

With an amide, you can reduce it to become a secondary amine. The O is turned to 2 H on C.

<p>With an amide, you can reduce it to become a secondary amine. The O is turned to 2 H on C.</p>
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LiAlH4 then H2O (w/ imine)

An imine is reduced to a secondary amine. The double bond is broken to give 1 H to N and 1 to C

<p>An imine is reduced to a secondary amine. The double bond is broken to give 1 H to N and 1 to C</p>