Methylhydrazine → 2-(1-Methylhydrazinyl)-5-(trifluoromethyl)pyridine

反応式

Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[CH3:12][NH:13][NH2:14].[OH-].[Na+]>>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:6]=[CH:7][C:2]([N:13]([CH3:12])[NH2:14])=[N:3][CH:4]=1

参加物

反応物 3

HCID 6061Methylhydrazine

HCID 14798Sodium Hydroxide

HCID 923422-Chloro-5-(trifluoromethyl)pyridine

生成物 1

HCID 27777822-(1-Methylhydrazinyl)-5-(trifluoromethyl)pyridine

反応条件

温度: 90 °C

実験手順

2-Chloro-5-trifluoromethylpyridine (44.3 g; 0.24 mol) was treated with several portions of methyl hydrazine (33.9 g; 0.74 mol) at room temperature under nitrogen. The mixture was heated at 90° C. for 6 hr. The resulting solid was treated with 3M aqueous NaOH and extracted with ethyl acetate. The organic extracts were dried and evaporated to leave an oil/solid. Distillation of the crude product to remove excess hydrazine gave 1-[5-trifluoromethylpyrid-2-yl]-1-methyl hydrazine as a white solid (44.0 g; 94%), m.pt. 52°-55° C. ##STR14##