PROCESS TO PREPARE 6-CHLORO-3-AMINO-2-(2-HYDROXYPROPYL)-1-AZANAPHTHALENE
This invention relates to a process for the preparation of 6-chloro-3-amino-2-(2-hydroxypropyl)-1-azanapthalene. It comprises treating 6-chloro-3-pyridylium-2-ethoxycarbonyl-1-azanaphthanlene bromide with morpholine at about 80° C., followed by treating the product thereof with methylmagnesium chloride.
1 . A process for the preparation of 6-chloro-3-amino-2-ethoxycarbonyl-1-azanaphthalene comprising treating 6-chloro-3-pyridylium-2-ethoxycarbonyl-1-azanaphthanlene bromide with morpholine at about 80° C.
2 . The process of claim 1 further comprising treating ethyl pyridyliumpyruvate halide with 2-amino-5-chloro-benzaldehyde and pyridine at 80° C. under an inert atmosphere to yield 6-chloro-3-pyridylium-2-ethoxycarbonyl-1-azanapthalene halide.
3 . A process for the preparation of 6-chloro-3-amino-2-(2-hydroxypropyl)-1-azanapthalene comprising the process of claim 2 followed by treating the product thereof with methylmagnesium chloride.
4 . A process for the preparation of 2-amino-5-chloro-benzalehyde comprising treating 5-chloro-2-nitrobenzaldehyde with hydrogen and 3% sulfided platinum.