Phosphorus pentachloride → 4-amino-N-(6-chloropyridin-2-yl)-1,2,5-oxadiazole-3-carboximidoyl chloride
Reaction equation
[NH2:1][C:2]1[C:3]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[N:11]=2)=O)=[N:4][O:5][N:6]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:18]>C1C=CC=CC=1>[NH2:1][C:2]1[C:3]([C:7]([Cl:18])=[N:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[N:11]=2)=[N:4][O:5][N:6]=1Participants
4
Procedure
A solution of 4-amino-N-(6-chloropyridin-2-yl)-1,2,5-oxadiazole-3-carboxamide (62 mg, 0.26 mmol) in benzene (5 mL) was treated with phosphorus pentachloride (0.12 g, 0.57 mmol) and stirred at reflux for 3 h. The reaction mixture was concentrated and rediluted with benzene and concentrated (3×) to give the desired product which was used immediately in the next step.