Thionyl Chloride → HCID 21823971, compound
Reaction equation
[CH2:1]([NH:5][C:6]1[C:11]([C:12](O)=[O:13])=[CH:10][N:9]=[C:8]2[N:15]([CH2:18][CH3:19])[N:16]=[CH:17][C:7]=12)[CH2:2][CH2:3][CH3:4].S(Cl)([Cl:22])=O>>[CH2:1]([NH:5][C:6]1[C:11]([C:12]([Cl:22])=[O:13])=[CH:10][N:9]=[C:8]2[N:15]([CH2:18][CH3:19])[N:16]=[CH:17][C:7]=12)[CH2:2][CH2:3][CH3:4]Participants
3
Procedure
26.2 g of 4-butylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (0.1 mol) and 100 ml of thionyl chloride are refluxed for 4 hours. The thionyl chloride is removed by means of a water aspirator. The residue, containing the crude 4-butylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl chloride, is recrystallized from benzene, and has a melting point of 142°-145°. Yield 23.5 g = 84% of theory.
Workup
- customThe thionyl chloride is removed by means of a water aspirator
- additionThe residue, containing the crude 4-butylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl chloride
- customis recrystallized from benzene