4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE
- Product Name
- 4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE
- CAS No.
- 349-49-5
- Chemical Name
- 4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE
- Synonyms
- 2-Amino-4-trifluoromethyl-thiazol;4-(trifluoromethyl)thiazol-2-amine;-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE;4-(Trifluoromethyl)-2-Thiazolamine;2-AMINO-4-(TRIFLUOROMETHYL)THIAZOLE;4-TRIFLUOROMETHYL-THIAZOLE-2YLAMINE;4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE;2-ThiazolaMine, 4-(trifluoroMethyl)-;2-Amino-4-trifluoromethylthiazole HBr;2-Amino-4-trifluoromethyl-1,3-thiazole
- CBNumber
- CB9684953
- Molecular Formula
- C4H3F3N2S
- Formula Weight
- 168.14
- MOL File
- 349-49-5.mol
4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE Property
- Melting point:
- 60-62°C
- Boiling point:
- 125-128 °C(Press: 22 Torr)
- Density
- 1.557±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- form
- crystalline solid
- pka
- 1.90±0.10(Predicted)
- color
- Yellow
- InChI
- InChI=1S/C4H3F3N2S/c5-4(6,7)2-1-10-3(8)9-2/h1H,(H2,8,9)
- InChIKey
- OVMGTNMCYLZGLS-UHFFFAOYSA-N
- SMILES
- S1C=C(C(F)(F)F)N=C1N
- CAS DataBase Reference
- 349-49-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 20/21/22-36/37/38-43-36
- Safety Statements
- 26-36/37/39-36/37
- RIDADR
- UN2811
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2934100090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye irritation
- 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
- SYX00174
- Product name
- 2-Amino-4-trifluoromethylthiazole hydrobromide
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $216
- Updated
- 2025/07/31
- Product number
- T792450
- Product name
- 4-(Trifluoromethyl)-2-thiazolamine
- Packaging
- 2.5g
- Price
- $275
- Updated
- 2021/12/16
- Product number
- P000490123
- Product name
- 4-(Trifluoromethyl)thiazol-2-amine
- Purity
- 97%
- Packaging
- 10g
- Price
- $386
- Updated
- 2021/12/16
- Product number
- 009875
- Product name
- 4-Trifluoromethyl-thiazole-2ylamine
- Packaging
- 250mg
- Price
- $16
- Updated
- 2021/12/16
- Product number
- P000490123
- Product name
- 4-(Trifluoromethyl)thiazol-2-amine
- Purity
- 97%
- Packaging
- 250mg
- Price
- $16
- Updated
- 2021/12/16
4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE Chemical Properties,Usage,Production
Uses
4-(Trifluoromethyl)-2-thiazolamine can be used to prepare phenethylthiazolylthiourea analogs as HIV-1 reverse transcriptase inhibitors. 4-(Trifluoromethyl)-2-thiazolamine can also be used to synthesize 2-amino benzamide derivatives as allosteric glucokinase activators.
Synthesis
431-35-6
17356-08-0
349-49-5
General procedure for the synthesis of 2-amino-4-trifluoromethylthiazole from 3-bromo-1,1,1-trifluoroacetone and thiourea: Thiourea (4.0 g, 52.3 mmol) and 3-bromo-1,1,1-trifluoropropan-2-one (5.5 mL, 10 g, 52.3 mmol) were added to ethanol (100 mL) and the reaction was heated for 2 hours at 50 °C. After completion of the reaction, it was cooled to room temperature and the reaction solution was concentrated to dryness. The residue was dissolved in water and the pH was adjusted with 2 M NaOH solution to >12. Subsequently, four extractions were performed with ether. The organic extracts were combined, dried with sodium sulfate, filtered and concentrated in vacuum. The resulting crude product was purified by silica gel column chromatography (CH2Cl2 as eluent) to afford 2-amino-4-trifluoromethylthiazole (6.9 g, 79% yield). es/MS m/z 169 (M + 1)+.
References
[1] Patent: WO2008/36579, 2008, A1. Location in patent: Page/Page column 43
[2] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 4, p. 907 - 911
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 1051 - 1053
[4] Journal of Organic Chemistry, 1955, vol. 20, p. 499,505
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 2335 - 2339
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View Lastest Price from 4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE manufacturers
- Product
- 4-(trifluoromethyl)thiazol-2-amine 349-49-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99.3%
- Supply Ability
- 100 tons
- Release date
- 2022-02-18
- Product
- -TRIFLUOROMETHYL-THIAZOL-2-YLAMINE 349-49-5
- Price
- US $5.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-01-12
- Product
- 4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE 349-49-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-03