Hydrazine → 2-Amino-4-hydroxy-6-hydrazinopyrimidine
Reaction equation
[NH2:1][C:2]1[NH:7][C:6](=[O:8])[CH:5]=[C:4](Cl)[N:3]=1.[NH2:10][NH2:11]>O>[NH2:1][C:2]1[NH:7][C:6](=[O:8])[CH:5]=[C:4]([NH:10][NH2:11])[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A stirred suspension of 15.0 g (103 mmol) of 1 in 250 mL water was added 12 g (375 mmol) of anhydrous hydrazine, and the mixture was heated at reflux for 3 h. The resulting clear solution was cooled, and the precipitate which separated was collected by filtration, washed with water followed by ethanol and dried to give 6.6 g (46%) of white solid. mp decomposes at 313° C. (Literature mp 314-315° C., see Taylor, E. C.; Cocuzza, J. A. Synthesis and Properties of 7-Azaxanthopterin. J. Org. Chem. 1979, 44, 1125-1128).
Workup
- temperaturethe mixture was heated
- temperatureat reflux for 3 h
- temperatureThe resulting clear solution was cooled
- customthe precipitate which separated
- filtrationwas collected by filtration
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-02acf632886349d2b2ab28ce82fda13b
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09045489B2
Reaction notes
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