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hat is the structure of 3 and 4? Propose reasonable mechanisms for their formation. H2(50 psi), Raney Ni DMF, NH3/MeOH OMe OM
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CH 03 CH CH 0 H (50 ps) DXIF NH CH:CH HN Cl CI NH NH byproduct H: (50 psi) Piner Reactian AcOH CHOH CH3 0 Ph NH

Proposed mechanism for formation of compound 4

reaction proceed via Piner reaction

田Θ ==NH, CI HCl RO NH, C-NH 2 NH2

(2) Formation of Compound 2 and 3

Hydrogen atom added to cyano group and formed products as described in above route. Compound 3 is formed as byproduct due to partial hydrogenation

Reaction pathway.

R NH2

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