Reactions of Amines

In this problem we shall consider six amine reactants:

butylamine     piperidine     1-methylpyrrolidine    
aniline     pyridine     N,N-dimethylaniline    

These compounds may be reacted with nine different reagents:

CH3C6H4SO2Cl
in base		 (CH3)3CCOCl
in base 		Nitrous Acid (HNO2)
H2O, 0 ºC
CH3I
(excess) & pyridine		 CH3CO2C2H5
heat		 CH2=O & HCO2H
heat
CH2=CH–C≡N
(in excess) 		(i) (CH3)2CHCH=O
(ii) H2, Pd catalyst		 Succinic Anhydride
heat
Select one amine compound from the first group, and one reagent from the second group.

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