amines Flashcards
1
Q
synthesis of aryl amines
A
reduction of nitro compounds
-treat with H2 and a nickle catalyst
or
-treat witFe, Sn, or Zn in dilute acid followed by addition of a base
2
Q
production of diazonum salts
A
-Treatment of an aromatic amine with a HN02
3
Q
reactions of diazonium salts
A
- warming solution yields a phenol and nitrogen gas
- treating with H3PO2 replaces diazonium group with H
- treatment with CuCN replaces dizonium group with CN which can then be easily hydrolysed to the carboxylic acid
4
Q
Gabriel synthesis
A
- treatment of phthalamide with a base
- reaction of pthalamide ion with alkylhalide
- hyrdolysis of N-substituted thalamide, (H+,H20) yields alkyl ammonium ion and phtalic acid
- treatment with a base yields primary amine
5
Q
reduction of amides 1
A
1) addition of lithium aluminium hydride
2) addition of dilute HCL
6
Q
reduction of amides 2
A
Formation of an imine then reduction
1) treatment of a ketone with a primary amine (forms imine)
2) addition of NaBH4 (reduced imine)
yields a secondary amine
7
Q
metabolism of amines
A
Cytochrome P450 enzymes (monooxygenases)