5-Pyrazolecarboxylic acid CAS#: 1621-91-6; ChemWhat Code: 110311

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Name5-Pyrazolecarboxylic acid
IUPAC Name1H-pyrazole-5-carboxylic acid 
Molecular Structure5-Pyrazolecarboxylic-acid-CAS-1621-91-6
CAS Registry Number 1621-91-6
MDL NumberMFCD00077436
Synonyms1H-Pyrazole-3-carboxylic acid
1621-91-6
1H-Pyrazole-5-carboxylic acid
DTXSID40871438
DTXCID70819106
623-701-9
nocas_871438
Pyrazole-3-carboxylic acid
2H-PYRAZOLE-3-CARBOXYLIC ACID
797027-83-9
5-Pyrazolecarboxylic acid
3-Pyrazolecarboxylic acid
MFCD00077436
CHEMBL128679
Pyrazolic acid
F3250-0675
2H-PYRAZOLE-3-CARBOXYLICACID
1500-64-7
pyrazolecarboxylic
3-Carboxypyrazole
MFCD00464252
pyrazole-5-carboxylic
pyrazolecarboxylic acid
4RC4WS4FSA
3-pyrazole carboxylic acid
pyrazole 3-carboxylic acid
Pyrazole-5-carboxylic acid
SCHEMBL7790
-pyrazole-3-carboxylic acid
SCHEMBL40333
1H-Pyrazole-5-carboxylicacid
MLS001048880
1H-pyrazol-3-carboxylic acid
SCHEMBL2440007
SCHEMBL2886597
SCHEMBL2889027
SCHEMBL3003358
SCHEMBL7855937
SCHEMBL7856939
1-H-pyrazole-3-carboxylic acid
1H-Pyrazole-5-carboxylic acid #
HMS2267D14
SMSSF-0055442
ALBB-006075
BCP11490
BCP26785
BDBM50132132
CL3512
SBB000005
STK257453
1H-Pyrazole-3-carboxylic acid, 97%
AKOS000189249
AKOS000300717
AB06191
AC-1719
BCP9000066
CS-W002328
HY-W002328
PB17100
PS-3789
SB10560
NCGC00246284-01
CS-10742
PD179580
SMR000387081
ST005603
SY002921
2H-Pyrazole-3-carboxylic acid, AldrichCPR
DB-005733
DB-347077
P1862
EN300-37077
VU0607310-1
W10252
AB00698081-04
AB00698081-05
A849060
AC-907/34124019
3-Carboxy-1H-pyrazole, 2H-Pyrazole-5-carboxylic acid
Z381357668
Molecular FormulaC4H4N2O2
Molecular Weight112.09
InChIInChI=1S/C4H4N2O2/c7-4(8)3-1-2-5-6-3/h1-2H,(H,5,6)(H,7,8)  
InChI KeyKOPFEFZSAMLEHK-UHFFFAOYSA-N
SMILESC1=C(NN=C1)C(=O)O  
Patent Information
Patent IDTitlePublication Date
CN117430609Purine derivative compound as well as preparation method and application thereof2024
CN111362822Preparation method of aromatic amide compound2020
CN104557357Corresponding amine nitrile and method of manufacturing thereof2018
CN107011335Anthranilic diamide compound containing bishydrazide structure and preparation method and application of anthranilic diamide compound2017
US2013/1903184,7-DIHYDRO-PYRAZOLO[1,5-a]PYRAZIN-6-YLAMINE DERIVATIVES USEFUL AS INHIBITORS OF BETA-SECRETASE (BACE)2013
WO2008/129280PYRAZOLES USEFUL IN THE TREATMENT OF INFLAMMATION2008
WO2007/51981PYRAZOLES USEFUL IN THE TREATMENT OF INFLAMMATION2007

Physical Data

AppearanceWhite powder
Melting Point, °C Solvent (Melting Point)
212
212acetic acid
213 – 215
214 – 216ethanol
293
213 – 215
211 – 212

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Frequency (NMR Spectroscopy), MHz
Chemical shifts1Hdimethylsulfoxide-d6400
Chemical shifts13Cdimethylsulfoxide-d6101
Chemical shifts1Hdimethylsulfoxide-d6400
Chemical shifts1HCD3OD400
Chemical shifts13CCD3OD100
Chemical shifts1HCD3OD400
Chemical shifts1Hdimethylsulfoxide-d6300
Description (IR Spectroscopy)Solvent (IR Spectroscopy)
Spectrum
BandsKBr
Bands
IR
Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Comment (UV/VIS Spectroscopy)Absorption Maxima (UV/VIS), nmExt./Abs. Coefficient, l·mol-1cm-1
Band assignmentmethanol255, 232, 216
Absorption maximamethanol204, 2607300, 5780
Absorption maxima214396
Spectrumethanol200 – 280 nm
Spectrumaq. HCl200 – 280 nm
Spectrumaq. HCl200 – 280 nm
Spectrumaq. HCl200 – 280 nm

Route of Synthesis (ROS)

Route of Synthesis (ROS) of 5-Pyrazolecarboxylic acid CAS1621-91-6
Route of Synthesis (ROS) of 5-Pyrazolecarboxylic acid CAS1621-91-6
ConditionsYield
With potassium permanganate for 4h; Heating;100%
Stage #1: 3-Methylpyrazole With potassium permanganate In water monomer for 5h; Heating / reflux;
Stage #2: With hydrogenchloride In water monomer

Experimental Procedure
1a Example 1; 1-benzoyl-1H-pyrazole-3-carboxylic acid pyridin-3-ylamide; (a) 1H-pyrazole-3-carboxylic acid
An aqueous solution of KMnO4 (40.9 g, 0.26 mol) was added to a stirred solution of 3-methyl-1 (2) H-PYRAZOLE (9.8 ml, 0.12 mol) in 0.5 L water. The mixture was heated at reflux for 5 h. The black suspension was cooled, filtered and the filtrate concentrated to a small volume. The solution was acidified with 3 N HC1 and the white solid that formed was collected and washed with Et2O to give the sub-title compound in 100 % yield.		100%
With hydrogenchloride; potassium permanganate

Experimental Procedure
1 1H-pyrazole-3-carboxylic Acid (Compound 1-6)
1H-pyrazole-3-carboxylic Acid (Compound 1-6)
A solution of 3-methyl pyrazole (765 mg, 9.32 mmol) and water (30 mL) was made and allowed to stir at room temperature.
To this was slowly added a solution of potassium permanganate (3.2 g, 20.5 mmol) dissolved in water.
Following addition, the reaction was left to reflux at 90° C. for 4 hours.
The mixture was then filtered and the filtrate collected.
The solvent was removed in vacuo and the remaining residue was placed in an ice bath.
The pH was changed from 8 to 2 using 2N HCl, producing a white precipitate (1.00 g, 96%).
1H NMR (400 MHz, DMSO-d6) δ 7.72 (d, J=2.2 Hz, 1H), 6.69 (d, J=2.2 Hz, 1H).
13C NMR (101 MHz, DMSO-d6) δ 163.09, 141.32, 108.35, 11.52.		96%

Safety and Hazards

Pictogram(s)exclamation-mark
SignalWarning
GHS Hazard StatementsH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (20.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (18.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement CodesP261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)

Other Data

TransportationUnder the room temperature and away from light
HS Code
StorageUnder the room temperature and away from light
Shelf Life2 years
Market Price
Druglikeness
Lipinski rules component
Molecular Weight112.088
logP0.754
HBA4
HBD2
Matching Lipinski Rules4
Veber rules component
Polar Surface Area (PSA)65.98
Rotatable Bond (RotB)1
Matching Veber Rules2
Use Pattern
5-Pyrazolecarboxylic acid (CAS 1621-91-6) is mainly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals.

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