N,N'-BIS-Z-1-GUANYLPYRAZOLE Chemical Properties

Melting point:

90-96 °C

Density 

1.25±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

6.66±0.46(Predicted)

color 

White to Almost white

InChI

InChI=1S/C20H18N4O4/c25-19(27-14-16-8-3-1-4-9-16)22-18(24-13-7-12-21-24)23-20(26)28-15-17-10-5-2-6-11-17/h1-13H,14-15H2,(H,22,23,25,26)

InChIKey

NRBUVVTTYMTSKM-UHFFFAOYSA-N

SMILES

C(/N1N=CC=C1)(\NC(=O)OCC1C=CC=CC=1)=N\C(=O)OCC1C=CC=CC=1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10-21

HS Code 

29331990

MSDS

• Language:English Provider:SigmaAldrich

N,N'-BIS-Z-1-GUANYLPYRAZOLE Usage And Synthesis

Chemical Properties

Off-white powder

Uses

N,N'-Bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine is used as pharmaceutical intermediate.

Synthesis

Step 2 Synthesis of N,N'-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine: N-(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine (58.62 g, 239 mmol) was dissolved in 600 mL of anhydrous THF, and the reaction mixture was cooled to 0 °C and stirred under nitrogen atmosphere. 60% NaH (28.8 g) was added to the reaction mixture in batches and the reaction temperature was maintained at 0 °C. Subsequently, 60 mL of anhydrous THF solution of benzyl chloroformate (40.9 mL) was added dropwise over 30 minutes. The reaction mixture was continued to be stirred at 0 °C for 2 hours and then brought to room temperature and stirred for 18 hours. The reaction mixture was again cooled to 0 °C and saturated aqueous Na2SO4 solution was slowly added to quench the reaction. The reaction mixture was diluted with EtOAc and filtered through diatomaceous earth. The organic layer was dried with MgSO4, filtered and concentrated under reduced pressure to give a viscous oil. After washing with hexane and drying under reduced pressure, N,N'-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine was obtained as 67.81 g in 75% yield.

References

[1] Patent: US2008/207655, 2008, A1. Location in patent: Page/Page column 17

N,N'-BIS-Z-1-GUANYLPYRAZOLE(152120-55-3)Related Product Information

• Aminoguanidine Sulfate
• N,N'-BIS-BOC-1-GUANYLPYRAZOLE,N,N''-bis-Boc-1-guanylpyrazole [Pyrazole(Boc)]
• N,N'-BIS-Z-1-GUANYLPYRAZOLE
• N-Z-1H-PYRAZOLE-1-CARBOXAMIDINE