2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- Product Name
- 2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- CAS No.
- 24522-30-3
- Chemical Name
- 2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- Synonyms
- 2-Cyano-N<;Leflunomide Impurity H;Leflunomide EP Impurity H;Teriflunomide EP Impurity B;2-Cyano-N-[4-(trifluoromethyl)pheny;2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide;AcetaMide, 2-cyano-N-[4-(trifluoroMethyl)phenyl]-;Leflunomide Impurity 8(Leflunomide EP Impurity H);2-Cyano-N-[4-(trifluoromethyl)phenyl]acetamide;Leflunomide EP Impurity H (Teriflunomide EP Impurity B)
- CBNumber
- CB91525680
- Molecular Formula
- C10H7F3N2O
- Formula Weight
- 228.17
- MOL File
- 24522-30-3.mol
2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide Property
- Melting point:
- 145-147℃
- Boiling point:
- 386.3±42.0 °C(Predicted)
- Density
- 1.375±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.63±0.10(Predicted)
- color
- White to Off-White
- Stability:
- Hygroscopic
Safety
- HS Code
- 2924297099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- C3217
- Product name
- 2-Cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $168
- Updated
- 2025/07/31
- Product number
- C3217
- Product name
- 2-Cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $504
- Updated
- 2025/07/31
- Product number
- C982245
- Product name
- 2-Cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- Packaging
- 10g
- Price
- $360
- Updated
- 2021/12/16
- Product number
- 121085
- Product name
- 2-Cyano-N-[4-(trifluoromethyl)phenyl]acetamide
- Purity
- >95%
- Packaging
- 1g
- Price
- $450
- Updated
- 2021/12/16
- Product number
- API0046108
- Product name
- LEFLUNOMIDE EP IMPURITY H
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $459.85
- Updated
- 2021/12/16
2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide Chemical Properties,Usage,Production
Uses
2-Cyano-N-[4-(trifluoromethyl)phenyl]acetamide (Leflunomide EP Impurity H) is used to prepare aminothiophene carboxylates and carboxamides as adenosine A1 receptor allosteric enhancers. It is also used to synthesize (1,2,3-triazol-4-yl)benzenamines as inhibitors against VEGF receptors 1 and 2.
Synthesis
455-14-1
372-09-8
24522-30-3
In 700 L of tetrahydrofuran, 63.4 kg of cyanoacetic acid was dissolved and stirred at room temperature and under nitrogen protection. The resulting solution was cooled to 0 to 10°C, followed by slow dropwise addition of N-methylmorpholine at the same temperature over about 1 hour. Next, 100.0 kg of 4-trifluoromethylaniline was added dropwise. Continuing at the same temperature, 91.3 kg of isopropyl chlorocarbonate was slowly added dropwise to the reaction mixture over about 1 hour. After the dropwise addition was completed, the reaction was continued with stirring for 1 to 2 hours. After completion of the reaction, 200 L of water was added to the reaction mixture, stirred and left to stratify. The organic layer (upper layer) was washed with 16.7% brine, followed by the addition of 400 L of isopropanol and concentrated under reduced pressure until the volume of liquid was reduced to 400 L. 400 L of isopropanol was added again, and the concentration was repeated under reduced pressure until the volume of liquid was 400 L. 100 L of isopropanol was added to the concentrated solution at 20 to 30 °C followed by a slow dropwise addition of 500 L of water at about 20 °C. The reaction was completed with the addition of 500 L of water. After completion of the dropwise addition, stirring was continued for 1 hour at the same temperature. The mixture was cooled to 0 to 10°C and stirred at that temperature for 1 hour. The precipitated crystals were collected by filtration and dried to give 134.5 kg of 2-cyano-N-(4-(trifluoromethyl)phenyl)acetamide (IV) in 95.0% yield.
References
[1] Patent: EP1609778, 2005, A1. Location in patent: Page/Page column 5; 8-9
[2] Patent: WO2017/103942, 2017, A1. Location in patent: Page/Page column 5; 7
[3] Journal of Medicinal Chemistry, 1996, vol. 39, # 23, p. 4608 - 4621
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 11, p. 4626 - 4635
[5] Journal of Medicinal Chemistry, 1991, vol. 34, # 11, p. 3295 - 3301
2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide Preparation Products And Raw materials
Raw materials
Preparation Products
2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide Suppliers
- Tel
- 800-4238616
- Fax
- +1-888-520-1075 / +1-503-283-1987
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- Country
- Americas
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View Lastest Price from 2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide manufacturers
- Product
- 2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide 24522-30-3
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-27
- Product
- 2-cyano-N-[4-(trifluoromethyl)phenyl]acetamide 24522-30-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 10KG
- Release date
- 2019-08-05