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amine 1.1 Primary amine , 1o amine , RNH 1.2 Secondary amine ...

amine 1.1 Primary amine , 1o amine , RNH 1.2 Secondary amine ...

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¡ÒÃ<br />

ÒÃàµ<br />

àµÃÕÂ<br />

ÃÕÂÁ Amines<br />

3. . Reductive amination<br />

Ex<br />

H<br />

CH3C=O + NH2<br />

C=O + NH3<br />

+ <strong>RNH</strong>2<br />

+ R2NH<br />

O<br />

H2/Ni<br />

CH3CCH3 + NH3<br />

H2/Ni or<br />

NaBH3CN CH-NH 2<br />

CH-NHR<br />

CHNR2<br />

NaBH3CN<br />

NH2<br />

CH3-CH-CH3<br />

H<br />

NCH2CH(CH3)2<br />

¡ÒÃ<br />

ÒÃàµ<br />

àµÃÕÂ<br />

ÃÕÂÁ Amines<br />

4. . Reduction of nitrile<br />

H2/Ni<br />

R-C N R-CH2NH2<br />

Ex<br />

NaCN<br />

H2/Ni<br />

ClCH2CH2CH2Cl CN(CH2)3CN H2NCH2(CH2)4CH2NH2<br />

CH2Cl CH2CN CH2CH2NH2<br />

NaCN<br />

H2/Ni<br />

¡ÒÃ<br />

ÒÃàµ<br />

àµÃÕÂ<br />

ÃÕÂÁ Amines<br />

5. . Hofmann degradation of amide<br />

O O<br />

R-CNH2 or Ar-CNH2 KOBr R-NH2 or Ar-NH2 + CO3 2-<br />

Ex<br />

O<br />

CH3CH2CH2CNH2<br />

O<br />

CNH2<br />

Br<br />

KOBr<br />

KOBr<br />

NH2<br />

CH3CH2CH2NH2<br />

Br<br />

Home work II<br />

Amines ก<br />

<br />

1<br />

CH3<br />

CH2NH2<br />

?<br />

?<br />

2 CH2=CH2 NH2CH2CH2CH2CH2NH2

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