ChemicalBook--->CAS DataBase List--->89292-91-1

89292-91-1

89292-91-1 Structure

89292-91-1 Structure
IdentificationBack Directory
[Name]

5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine
[CAS]

89292-91-1
[Synonyms]

5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine
5-(4-METHYLPIPERAZIN-1-YL)-4H-1,2,4-TRIAZOL-3-AMINE
1H-1,2,4-Triazol-3-amine, 5-(4-methyl-1-piperazinyl)-
1H-1,2,4-Triazol-3-amine,5-(4-methyl-1-piperazinyl)-(9CI)
[Molecular Formula]

C7H14N6
[MDL Number]

MFCD09835389
[MOL File]

89292-91-1.mol
[Molecular Weight]

182.23
Chemical PropertiesBack Directory
[Boiling point ]

392.7±52.0 °C(Predicted)
[density ]

1.303±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

12.73±0.40(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Synthesis]

1-Methylpiperazine

109-01-3

N-Cyanoimido-S,S-dimethyl-dithiocarbonate

10191-60-3

5-(4-methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine

89292-91-1

GENERAL METHOD: A mixed solution of N-cyanoimido-S,S-dimethyl dithiocarbonate (17.4 mmol), acetonitrile (10 mL) and N-methylpiperazine (17.4 mmol) was heated and refluxed for 2 hours. After the reaction was completed, it was cooled to room temperature, hydrazine monohydrate (25.6 mmol) was added, and heating and refluxing was continued for 5 hours. At the end of the reaction, the solvent was removed by evaporation under reduced pressure and the resulting crude product was purified by recrystallization using ethyl acetate. Operating according to General Method B, the compound 3-amino-5-(4-methylpiperazinyl)-1H-1,2,4-triazole (11k) was obtained as a light yellow solid in 80% yield with a melting point of 103-104 °C. 1H NMR (200 MHz, DMSO-d6) δ: 10.95 (br s, 1H); 5.72 (br s, 2H); 3.16- 3.11 (m, 4H); 2.34-2.29 (m, 4H); 2.17 (s, 3H).

[References]

[1] European Journal of Medicinal Chemistry, 2016, vol. 113, p. 11 - 27
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