Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate

Name: Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 63666-11-5
Cat. No. CS-W019395
Purity≥97%
MDL No.MFCD00186115

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate|CS-W019395

Structure of 63666-11-5

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General Information

CAS No. 63666-11-5
Cat. No. CS-W019395
Purity ≥97%
MDL No. MFCD00186115
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈N₄O₂
Molecular Weight 156.14
Synonym(s) 3-amino-1H-1,2,4-triazole-5-carboxylic acid ethyl ester
SMILES C(OC(C1=NC(=N[NH]1)N)=O)C

Description

Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate features a triazole core with strategically positioned amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent integrates readily into medicinal chemistry campaigns requiring nitrogen-rich building blocks for bioactive compound synthesis.

Application

Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to triazolyl scaffolds prevalent in medicinal chemistry. The amino and ester functionalities offer orthogonal reactivity for derivatization, including amidation, acylation, and coupling reactions. Its bench-stable nature and compatibility with standard purification methods facilitate reliable use in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  3641-13-2
- 64-17-5
- ~76%
- In-stock
  
  63666-11-5
References
- Dong, Wei-Li; Liu, Xing-Hai; Xu, Jun-Ying; Li, Zheng-Ming Journal of Chemical Research, 2008 , # 9 p. 530 - 533
Route2
- 64-17-5
- ~%
- In-stock
  
  63666-11-5
References
- Justus Liebigs Annalen der Chemie, , vol. 303, p. 54

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 93.89
LogP -0.4364
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate

CAS No. 63666-11-5

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