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CAS RN: 152120-55-3 | Product Number: B3605
N,N'-Bis(carbobenzoxy)-1H-pyrazole-1-carboxamidine
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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:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 1G |
$53.00
|
1 | 1 | 21 |
|
| 5G |
$157.00
|
1 | 1 | 8 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
* To send your quote request for bulk quantities, please click on the "Request Quote" button. Please note that we cannot offer bulk quantities for some products.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
| 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 |
|
| 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. 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. P302 + P352 : IF ON SKIN: Wash with plenty of soap and water. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. |
Related Laws:
Transport Information:
| HS Number | 2933.19.4300 |
Application
TCI Practical Example: Di-Cbz Guanidinylation of Amine Using the Pyrazole Derivative
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Used Chemicals
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Procedure
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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.).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:3, Rf = 0.45).
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Analytical Data
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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)
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Lead Reference
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- Urethane protected derivatives of 1-guanylpyrazole for the mild and efficient preparation of guanidines
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
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