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CAS RN: 152120-55-3 | Product Number: B3605

N,N'-Bis(carbobenzoxy)-1H-pyrazole-1-carboxamidine


Purity: >98.0%(T)(HPLC)
Synonyms:
  • N,N'-Bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine
  • N,N'-Di-Cbz-1H-pyrazole-1-carboxamidine
  • 1-[N,N'-Bis(carbobenzoxy)amidino]pyrazole
  • 1-[N,N'-(Di-Cbz)amidino]pyrazole
  • N,N'-Bis(carbobenzoxy)-1H-pyrazole-1-carboximidamide
  • N,N'-Di-Cbz-1H-pyrazole-1-carboximidamide
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Product Documents:
1G
A$106.00
17   4  
5G
A$363.00
4   5  
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* ChemSupply Australia Pty Ltd (Phone: 08-8440-2000 / email:  sales@chemsupply.com.au)

Product Number B3605
Purity / Analysis Method >98.0%(T)(HPLC)
Molecular Formula / Molecular Weight C__2__0H__1__8N__4O__4 = 378.39 
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Packaging and Container 1G-Glass Bottle with Plastic Insert (View image)
CAS RN 152120-55-3
Reaxys Registry Number 6160514
PubChem Substance ID 125307472
MDL Number

MFCD02683516

Specifications
Appearance White to Almost white powder to crystal
Purity(HPLC) min. 98.0 area%
Purity(Neutralization titration) min. 98.0 %
Melting point 91.0 to 95.0 °C
Properties (reference)
Melting Point 93 °C
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Transport Information:
H.S.code* 2933.19-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
TCI Practical Example: Di-Cbz Guanidinylation of Amine Using the Pyrazole Derivative

TCI Practical Example: Di-Cbz Guanidinylation of Amine Using the Pyrazole Derivative

Used Chemicals

Procedure

A solution of 4-bromophenethylamine (200 mg, 1.00 mmol) and 1-[N,N'-(di-Cbz)amidino]pyrazole (416 mg, 1.10 mmol) in THF (1.7 mL) was stirred at ambient temperature for one day. The reaction mixture was concentrated and the residue was purified by column chromatography (ethyl acetate:hexane = 0:100 – 10:90 on silica gel) to give the guanidinylated compound 1 as a pale yellow oil (435 mg, 85% yield.).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:3, Rf = 0.45).

Analytical Data

Guanidinylated Compound 1

1H NMR (270 MHz, DMSO-d6); δ 11.58 (s, 1H), 8.44 (t, J = 6.4 Hz, 1H), 7.49-7.31 (m, 12H), 7.18 (d, J = 8.1 Hz, 2H), 5.20 (s, 2H), 5.04 (s, 2H), 3.55 (brq, J = 6.4 Hz, 2H), 2.80 (t, J = 6.4 Hz, 2H)

Lead Reference


Application
Synthesis of monosubstituted guanidines

Typical procedure (synthesis of bis-Cbz guanidine derivative): To the 1-guanylpyrazole derivative (B3605, 378 mg) was added aniline (102 mg) followed by dry THF (0.4 mL) and the resulting mixture was stirred for 22 h at room temperature. The reaction mixture was purified by column chromatography to give the bis-Cbz guanidine derivative as an oil (379 mg, 94 %).

References


PubMed Literature


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