ChemicalBook > CAS DataBase List > ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE

ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE

Product Name: ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE
CAS No.: 5744-51-4
Chemical Name: ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE
Synonyms: AKOS B006684;1,5-DimethyL;AKOS PAO-0796;BUTTPARK 90\11-93;VITAS-BB TBB000644;ART-CHEM-BB B006684;Ethyl 1,5-diMethyl-1H-pyr...;1,5-dimethyl-3-ethoxycarbonylpyrazole;ETHYL 1,5-DIMETHYLPYRAZOLE-3-CARBOXYLATE;Ethyl1,5-Dimethylpyrazole-3-carboxylate>
CBNumber: CB6113146
Molecular Formula: C8H12N2O2
Formula Weight: 168.19
MOL File: 5744-51-4.mol

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ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE Property

Melting point:: 39-41°C
Boiling point:: 154°C 10mm
Density: 1.12±0.1 g/cm3 (20 ºC 760 Torr)
Flash point:: 110.3±21.8℃
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
form: powder to crystal
pka: 0.54±0.10(Predicted)
color: Light orange to Yellow to Green
InChI: InChI=1S/C8H12N2O2/c1-4-12-8(11)7-5-6(2)10(3)9-7/h5H,4H2,1-3H3
InChIKey: OJPXVXXMBWKEAT-UHFFFAOYSA-N
SMILES: N1(C)C(C)=CC(C(OCC)=O)=N1
CAS DataBase Reference: 5744-51-4(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-22
Safety Statements: 26-36/37/39
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29331990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 732656
Product name: Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate
Packaging: 250mg
Price: $109
Updated: 2023/01/07

TCI Chemical

Product number: E1002
Product name: Ethyl 1,5-Dimethylpyrazole-3-carboxylate
Purity: >98.0%(GC)
Packaging: 200mg
Price: $33
Updated: 2025/07/31

TCI Chemical

Product number: E1002
Product name: Ethyl 1,5-Dimethylpyrazole-3-carboxylate
Purity: >98.0%(GC)
Packaging: 1g
Price: $104
Updated: 2025/07/31

TRC

Product number: E917408
Product name: Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate
Packaging: 1g
Price: $75
Updated: 2021/12/16

TRC

Product number: E917408
Product name: Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate
Packaging: 250mg
Price: $55
Updated: 2021/12/16

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ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE Chemical Properties,Usage,Production

Chemical Properties

White to light yellow solid

Uses

Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

4027-57-0

74-88-4

5744-51-4

1. Dissolve ethyl 3-methylpyrazole-5-carboxylate (30.8 g, 200 mmol) in 200 mL of anhydrous tetrahydrofuran. Under cooling in an ice bath, sodium hydride (4.8 g, 200 mmol) was added slowly, making sure that the sodium hydride was completely incorporated. The reaction mixture was warmed to 50 °C, stirred for 1 h and cooled to room temperature. 2. Dissolve iodomethane (28.2 g, 200 mmol) in 100 mL of tetrahydrofuran and slowly add dropwise to the above reaction mixture. After the dropwise addition was completed, the reaction was continued to be heated at 50°C for 2 hours. 3. After completion of the reaction, cool to room temperature and remove the tetrahydrofuran by distillation under reduced pressure. 100 mL of water was added and extracted with ethyl acetate (100 mL x 3), the organic layers were combined, dried and the solvent was removed under reduced pressure to give ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate (26.6 g, 85% yield). 4. To a dry three-necked flask was added lithium aluminum hydride (3.8 g, 100 mmol) and 200 mL of anhydrous tetrahydrofuran. Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate (16.8 g, 100 mmol) was dissolved in 100 mL of dry tetrahydrofuran and slowly added dropwise to the three-necked flask. After the dropwise addition, stirring was continued for 4 hours. 5. Upon completion of the reduction reaction, anhydrous ethanol was added dropwise to quench the remaining lithium aluminum hydride and the tetrahydrofuran was removed under reduced pressure. Add 500 mL of methanol, adjust the pH to neutral, heat and reflux for 6 hours and then filter. The filtrate was concentrated, dissolved in 100 mL of dichloromethane, washed twice with 50 mL of saturated aqueous sodium chloride, the organic layer was dried and concentrated to give 5-methyl-1-methylpyrazole methanol (8.8 g, 70% yield). 6. 5-methyl-1-methylpyrazolemethanol (6.3 g, 50 mmol) was dissolved in 20 mL of dichloromethane and thionyl chloride (6 g, 50 mmol) was added dropwise slowly. After dropwise addition, stirring was continued for 2 hours. 7. After completion of the reaction, slowly add saturated sodium bicarbonate aqueous solution to adjust the pH to neutral, extracted with 200 mL of dichloromethane. The organic layers were combined, dried and concentrated to give 3-chloromethyl-1,5-dimethylpyrazole (6.5 g, 90% yield). 8. To a 50 mL round bottom flask was added 3-chloromethyl-1,5-dimethylpyrazole (1.44 g, 10 mmol), N-(2,4,6-trimethylphenyl)imidazole (1.86 g, 10 mmol), and 20 mL of acetonitrile, and heated to reflux for 6 hours. After cooling to room temperature, the solvent was removed by distillation under reduced pressure. The resulting solid was dissolved in water, filtered, and the filtrate was saturated with aqueous ammonium hexafluorophosphate to precipitate the solid, which was dried to give the imidazolium salt ligand (HL1PF6, 3.8 g, 88% yield).

References

[1] Patent: CN106478734, 2017, A. Location in patent: Paragraph 0027; 0028; 0029
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 5, p. 2180 - 2194
[3] Medicinal Chemistry Research, 2012, vol. 21, # 10, p. 2772 - 2778,7

ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Ethanol Acetone Diethyl oxalate Sodium Chloroform Ethyl acetate Hydrochloric acid Dichloromethane Methylhydrazine Sulfuric acid

Preparation Products

3-ISOTHIOCYANATO-1,5-DIMETHYL-1H-PYRAZOLE 2-(1,5-Dimethyl-1H-pyrazol-3-yl)acetic acid ,97% 1,5-Dimethyl-1H-pyrazole-3-carbonitrile ,97% N,1,5-Trimethyl-1H-pyrazole-3-carboxamide ,97% 3-ISOCYANATO-1,5-DIMETHYL-1H-PYRAZOLE N-[(1,5-DIMETHYL-1H-PYRAZOL-3-YL)METHYL]-N-METHYLAMINE 1,5-DIMETHYL-1 H-PYRAZOL-3-YLAMINE 2-(1,5-Dimethyl-1H-pyrazol-3-yl)acetonitrile ,97% (1,5-DIMETHYL-1H-PYRAZOL-3-YL)METHYLAMINE 1,5-Dimethyl-1H-pyrazole-3-carboxamide ,97% 3-BROMO-1,5-DIMETHYL-1H-PYRAZOLE (1,5-DIMETHYL-1H-PYRAZOL-3-YL)METHANOL

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View Lastest Price from ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE 5744-51-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE 5744-51-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE 5744-51-4
Price: US $1.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 100KG
Release date: 2018-12-22

5744-51-4, ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATERelated Search:

ETHYL 1,3-DIMETHYL-1H-PYRAZOLE-5-CARBOXYLATE ethyl 4-chloro-5,8-dimethoxyquinoline-3-carboxylate 5-Thiazolecarboxylic acid, 4-Methyl-2-(4-pyridinyl)-, ethyl ester Ethyl4-Methyl-2-(thiophen-2-yl)thiazole-5-carboxylate 1-HYDROXYMETHYL-CYCLOPROPANECARBOXYLIC ACID ETHYL ESTER Ethyl 1-(hydroxyMethyl)cyclohexanecarboxylate, 97% N-Boc-(ethylamino)acetaldehyde 2-(4-ETHYL-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER Ethyl 2-(4-bromophenyl)thiazolidine-4-carboxylate, 97% ETHYL ISOXAZOLE-3-CARBOXYLATE ETHYL 2-(2-THIENYL)-1,3-THIAZOLE-4-CARBOXYLATE Ethyl 4-methyl-5-thiazoleactate 2-METHYL-IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER ETHYL (1R,2S)-CIS-2-HYDROXYCYCLOPENTANECARBOXYLATE Ethyl 2-methylthiazolidine-4-carboxylate, 97% ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE 5-METHYL-1-PHENYL-1H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER ETHYL 3,5-DIMETHYL-1H-PYRAZOLE-4-CARBOXYLATE

1H-Pyrazole-3-carboxylic acid, 1,5-dimethyl-, ethyl ester

1,5-DIMETHYL-1 H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER

AKOS B006684

AKOS PAO-0796

BUTTPARK 90\11-93

ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE

ART-CHEM-BB B006684

VITAS-BB TBB000644

Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate, tech

ETHYL 1,5-DIMETHYLPYRAZOLE-3-CARBOXYLATE

Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate ,97%

Ethyl 1,5-diMethyl-1H-pyr...

1,5-dimethyl-3-ethoxycarbonylpyrazole

1,5-dimethyl-3-pyrazolecarboxylic acid ethyl ester

1,5-dimethylpyrazole-3-carboxylic acid ethyl ester

Ethyl1,5-Dimethylpyrazole-3-carboxylate&gt

1,5-DimethyL

Ethyl 1,5-dimethyl-1<i>H</i>-pyrazole-3-carboxylate

Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate/5744-51-4/98%

5744-51-4