ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate
• CAS No.: 137278-71-8
• Molecular Formula: C₁₃H₁₄ClN₃O₂
• Molecular Weight: 279.726
• DSSTox Substance ID: DTXSID101165179
• Mol file: 137278-71-8.mol

Synonyms:ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate;137278-71-8;ethyl 5-amino-1-[(4-chlorophenyl)methyl]pyrazole-4-carboxylate;ethyl 5-amino-1-[(4-chlorophenyl)methyl]-1H-pyrazole-4-carboxylate;5-Amino-1-(4-chloro-benzyl)-1H-pyrazole-4-carboxylic acid ethyl ester;Oprea1_755004;SCHEMBL16166249;DTXSID101165179;BBL012372;MFCD00750790;STK803186;AKOS000271367;VS-03309;BB 0219289;CS-0222210;EN300-110651;AG-690/10401052;SR-01000909040;SR-01000909040-1;Z57683727;F1727-0257;ethyl5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate;5-Amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylic acid ethyl ester

Chemical Property of ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 279.0774544
• Heavy Atom Count: 19
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

Ethyl5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=C1)CC2=CC=C(C=C2)Cl)N

Technology Process of ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate

There total 3 articles about ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

4-chlorobenzylhydrazine (25198-45-2) + ethyl (ethoxymethylene)cyanoacetate (94-05-3,42466-69-3) → ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate (137278-71-8)

Guidance literature:

Reference yield: 11.0%

ethyl (ethoxymethylene)cyanoacetate (42466-67-1,42466-69-3) + 4-chlorobenzylhydrazine (25198-45-2) → ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate (137278-71-8)

Guidance literature:

In ethanol; at 80 ℃;

Reference yield:

1-Chloro-4-(chloromethyl)benzene (104-83-6) → ethyl 5-amino-1-(4-chlorobenzyl)-1H-pyrazole-4-carboxylate (137278-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 24 h / 20 °C

2: ethanol / 80 °C

With hydrazine hydrate; In ethanol;

DOI:10.1021/ml500521r

upstream raw materials:

4-chlorobenzylhydrazine

ethyl (ethoxymethylene)cyanoacetate

ethyl (ethoxymethylene)cyanoacetate

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

1-(4-Chlorobenzyl)-4-ethoxycarbonyl-5-<(3-oxo-1-cyclohexen-1-yl)amino>pyrazole