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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 732656
- Product name
- Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate
- Packaging
- 250mg
- Price
- $109
- Updated
- 2023/01/07
- Product number
- E1002
- Product name
- Ethyl 1,5-Dimethylpyrazole-3-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 200mg
- Price
- $33
- Updated
- 2025/07/31
- Product number
- E1002
- Product name
- Ethyl 1,5-Dimethylpyrazole-3-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $104
- Updated
- 2025/07/31
- Product number
- E917408
- Product name
- Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- E917408
- Product name
- Ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
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
Preparation Products
ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE Suppliers
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View Lastest Price from ETHYL 1,5-DIMETHYL-1H-PYRAZOLE-3-CARBOXYLATE manufacturers
- 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
- 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
- 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