1: acetonitrile With n-butyllithium in tetrahydrofuran T=-78°C; 0.25 h; 2: methyl 5-(3-chloropropoxy)-2-{[(dimethylamino)methylene]amino}-4-methoxybenzoate With acetic acid in tetrahydrofuran T=-78 - 20°C; Further stages.;

1.1: 77 percent / tricaprylmethylammonium chloride / acetone / Heating 2.1: 79 percent / nitric acid; AcOH / 2 h / Heating 3.1: 93 percent / Fe; aq. NH4Cl / methanol / 4 h / Heating 4.1: 8 h / Heating 5.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C 5.2: 47 percent / AcOH / tetrahydrofuran / -78 - 20 °C View Scheme

1.1: 79 percent / nitric acid; AcOH / 2 h / Heating 2.1: 93 percent / Fe; aq. NH4Cl / methanol / 4 h / Heating 3.1: 8 h / Heating 4.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C 4.2: 47 percent / AcOH / tetrahydrofuran / -78 - 20 °C View Scheme

1.1: 8 h / Heating 2.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C 2.2: 47 percent / AcOH / tetrahydrofuran / -78 - 20 °C View Scheme

1.1: 93 percent / Fe; aq. NH4Cl / methanol / 4 h / Heating 2.1: 8 h / Heating 3.1: n-BuLi / tetrahydrofuran / 0.25 h / -78 °C 3.2: 47 percent / AcOH / tetrahydrofuran / -78 - 20 °C View Scheme