3-amino-1H-pyrazol-5(4H)-one

Base Information

• Chemical Name: 3-amino-1H-pyrazol-5(4H)-one
• CAS No.: 6126-22-3
• Molecular Formula: C3H5N3O
• Molecular Weight: 99.0922
• Hs Code.: 29331990
• European Community (EC) Number: 228-095-6
• NSC Number: 50565,34806,30480
• DSSTox Substance ID: DTXSID30973899
• Nikkaji Number: J227.308J
• Wikidata: Q82958010
• Mol file: 6126-22-3.mol

Synonyms:3-amino-1H-pyrazol-5(4H)-one;5-Amino-2,4-dihydro-3H-pyrazol-3-one;3-amino-1,4-dihydropyrazol-5-one;3-amino-2-pyrazolin-5-one;5833-31-8;3H-Pyrazol-3-one,4-dihydro-;iminopyrazolinone;NSC30480;DTXSID30973899;BCP26491;NSC34806;NSC50565;BBL011764;NSC-30480;NSC-34806;NSC-50565;STK121887;AKOS000276473;AKOS025243292;CS-W013720;3-amino-4,5-dihydro-1H-pyrazol-5-one;5-Imino-4,5-dihydro-1H-pyrazol-3-ol;O10932;F1652-2150

Chemical Property of 3-amino-1H-pyrazol-5(4H)-one

Chemical Property:

• Appearance/Colour: yellow-beige to beige-brown crystalline powder
• Melting Point: 214 °C (dec.)(lit.)
• Refractive Index: 1.756
• Boiling Point: 185.55°C (rough estimate)
• PKA: 12.37±0.40(Predicted)
• PSA: 74.93000
• Density: 1.79 g/cm³
• LogP: 0.27870
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 99.043261792
• Heavy Atom Count: 7
• Complexity: 128

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Amino-5-pyrazolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=NNC1=O)N
• Uses: Amino-substituted heterocyclic compound with moderate alanine racemase inhibitory activity. 3-Amino-5-hydroxypyrazole was used in the synthesis of 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridine-5-yl)-3-(propylsulfonamidio)benzamide and heteroaromatic 3-hydroxy-5,6-diphenylpyrazolo[3,4-b]pyridines.

Technology Process of 3-amino-1H-pyrazol-5(4H)-one

There total 6 articles about 3-amino-1H-pyrazol-5(4H)-one 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: 95.0%

Cyanoacetohydrazide (140-87-4) → 3-amino-2-pyrazolin-5-one (6126-22-3)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Reflux;

Reference yield: 82.0%

ethyl 3-ethoxy-3-iminopropanoate hydrochloride (2318-25-4,165895-16-9) → 3-amino-2-pyrazolin-5-one (6126-22-3)

Guidance literature:

With hydrazine hydrate; triethylamine; In ethanol; for 6h; Reflux;

DOI:10.1016/j.tetlet.2021.152956

Reference yield: 82.0%

ethyl 2-cyanoacetate (105-56-6) → 3-amino-2-pyrazolin-5-one (6126-22-3)

Guidance literature:

With hydrazine hydrate; at 80 ℃; for 0.0833333h; Microwave irradiation; Green chemistry;

DOI:10.1002/ardp.201600019

upstream raw materials:

tetrachloromethane

Cyanoacetohydrazide

3-cyanoacetyl-carbazic acid ethyl ester

ethyl 2-cyanoacetate

Downstream raw materials:

3-Amino-6-oxo-4-phenyl-3a,4,5,6-tetrahydro-pyrano[2,3-c]pyrazole-5-carbonitrile

4-(p-methyl-phenylazo)-3-amino-2-pyrazolin-5-one

4-(p-chlorophenylazo)-3-amino-2-pyrazolin-5-one

3-(4-methoxyphenylamino)-2-pyrazolin-5-one

Refernces

• 1、 Khomenko, Dmytro M.,Doroshchuk, Roman O.,Ivanova, Hanna V.,Zakharchenko, Borys V.,Raspertova, Ilona V.,Vaschenko, Oleksandr V.,Shova, Sergiu,Dobrydnev, Alexey V.,Moroz, Yurii S.,Grygorenko, Oleksandr O.,Lampeka, Rostyslav D.. "Synthesis of α-substituted 2-(1H-1,2,4-triazol-3-yl)acetates and 5-amino-2,4-dihydro-3H-pyrazol-3-ones via the Pinner strategy". supporting information. . Retrieved 2021/03/17.
• 2、 Deshmukh,Deshmukh,Jagtap,Suryavanshi,Jadhav,Anbhule. "Synthesis and antimicrobial activity of pyridopyrazole and pyrazolo[3,4-d]dihydrothiazole". experimental part. p. 613 - 616. Retrieved 2010/07/08.