3-Aminopyrazine-2-carbonitrile → HCID 10850551, compound
Reaction equation
[NH2:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][N:7]=1.[CH2:10]([S:17][CH2:18][C:19](N)=[NH:20])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(O)C>[NH2:9][C:8]1[C:3]2[C:2](=[N:7][CH:6]=[CH:5][N:4]=2)[N:1]=[C:19]([CH2:18][S:17][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:20]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 2.3 g (0.019 mole) of 3-amino-2-pyrazinecarbonitrile and 5.2 g (0.029 mole) of 2-(benzylthio)acetamidine [prepared according to J. M. McManus, J. Heterocycl. Chem. 1968, 5, 137] in 150 ml of absolute ethanol is refluxed for 2 hours. After cooling, the solution obtained is concentrated to dryness under reduced pressure. The residue is washed with isopropyl ether and dried under reduced pressure. An amorphous solid is obtained, and is used in the next step without further purification. Yld: 5.4 g (quantitative).
Workup
- temperatureis refluxed for 2 hours
- temperatureAfter cooling
- customthe solution obtained
- concentrationis concentrated to dryness under reduced pressure
- washThe residue is washed with isopropyl ether
- customdried under reduced pressure
- customAn amorphous solid is obtained
- customis used in the next step without further purification
Sources & evidence
- ORD record
- ord-bfea307082de46eba2a15c650f417e6f
- Source dataset
- uspto-grants-1993_12
- Patent number
- US05270465
Reaction notes
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