[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:12][CH3:13])[C:10]=1[OH:11])[C:5](O)=O.[NH2:14][NH:15][C:16]([NH2:18])=[S:17].O=P(Cl)(Cl)Cl.[NH4+].[OH-]>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[S:17][C:16]([NH:18][CH:2]3[CH2:3][CH2:4][CH2:8][CH2:9][CH2:10]3)=[N:15][N:14]=2)[CH:8]=[C:9]([O:12][CH3:13])[C:10]=1[OH:11]To a mixture of 3-chloro-4-hydroxy-5-methoxybenzoic acid (2.468 mmol, 500 g), thiosemicarbazide (5b) (2.468 mmol, 427 mg) in dioxane (10 mL) at 65° C., POCl3 (3.2 mmol, 300 μL) was added, and the mixture was warmed at 95° C. for 3 hours 30 minutes. The solvent was removed by distillation under reduced pressure to give a crude material which was basified with a solution of diluted NH4OH. The precipitate obtained was collected by filtration, washed with water before drying under vacuum over P2O5 to give 675 mg of the desired product. Yield: 80%.
読み込み中…
