Thionyl Chloride → HCID 21537693, compound
Reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[C:8]2[N:10]([CH2:13][CH3:14])[N:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:15]([OH:17])=O)[CH3:2].S(Cl)([Cl:20])=O>>[CH2:1]([O:3][C:4]1[N:9]=[C:8]2[N:10]([CH2:13][CH3:14])[N:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:15]([Cl:20])=[O:17])[CH3:2]Participants
3
Procedure
40 g. of 6-ethoxy-1-ethyl-1H-pyrazolo[3,4-b]pyrazine-5-carboxylic acid (0.17 mol.) and 300 ml. of thionyl chloride are refluxed for 21/2 hours. After removal of the excess thionyl chloride under vacuum, the 6-ethoxy-1-ethyl-1 H- pyrazolo[3,4-b]-pyrazine-5-carbonyl chloride is treated with hexane, filtered off and then dried at 60°, yield 41.5 g. (96%), m.p. 86°-87°.
Workup
- customAfter removal of the excess thionyl chloride under vacuum
- additionthe 6-ethoxy-1-ethyl-1 H- pyrazolo[3,4-b]-pyrazine-5-carbonyl chloride is treated with hexane
- filtrationfiltered off
- customdried at 60°
Sources & evidence
- ORD record
- ord-53f7ac0bdb204f169dc13028b7ea89f1
- Source dataset
- uspto-grants-1976_05
- Patent number
- US03957782
Reaction notes
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