Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI)
- Product Name
- Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI)
- CAS No.
- 731018-54-5
- Chemical Name
- Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI)
- Synonyms
- tert-butyl5-fluorothiazol-2-ylcarbamate;tert-butyl 5-fluoro-1,3-thiazol-2-ylcarbamate;tert-butyl N-(5-fluoro-1,3-thiazol-2-yl)carbamate;N-(5-fluoro-2-thiazolyl)-, 1,1-diMethylethyl ester;(5-Fluoro-thiazol-2-yl)-carbaMic acid tert-butyl ester;(5-Fluoro-2-thiazolyl)carbamic acid 1,1-dimethylethyl ester;N-(5-Fluoro-2-thiazolyl)-carbamic acid 1,1-dimethylethyl ester;Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester;Carbamic acid, N-(5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester;Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI)
- CBNumber
- CB71051970
- Molecular Formula
- C8H11FN2O2S
- Formula Weight
- 218.25
- MOL File
- 731018-54-5.mol
Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI) Property
- Density
- 1.319±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 4.47±0.70(Predicted)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- B814903
- Product name
- tert-butylN-(5-fluoro-1,3-thiazol-2-yl)carbamate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- PC53419
- Product name
- tert-Butyl(5-fluoro-1,3-thiazol-2-yl)carbamate
- Packaging
- 100mg
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 1353AC
- Product name
- tert-Butyl(5-fluorothiazol-2-yl)carbamate
- Packaging
- 100mg
- Price
- $161
- Updated
- 2021/12/16
- Product number
- 8H70-3-28
- Product name
- tert-Butyl (5-fluoro-1,3-thiazol-2-yl)carbamate
- Packaging
- 250mg
- Price
- $344
- Updated
- 2021/12/16
- Product number
- 1353AC
- Product name
- tert-Butyl(5-fluorothiazol-2-yl)carbamate
- Packaging
- 1g
- Price
- $470
- Updated
- 2021/12/16
Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI) Chemical Properties,Usage,Production
Synthesis
170961-15-6
731018-54-5
General procedure for the synthesis of N-(5-fluoro-2-thiazolyl)-carbamic acid-1,1-dimethylethyl ester from tert-butyl thiazol-2-ylcarbamate as raw material: to a solution of tert-butyl thiazol-2-ylcarbamate (17.0 g, 84.9 mmol) in tetrahydrofuran (THF, 100 mL) was added slowly and dropwise to a solution of tert-butyllithium in hexanes at -78 °C (74.7 mL, 187 mmol, 2.5 mol/L). After the dropwise addition, the reaction mixture was warmed up to -10 °C within 30 min and kept at this temperature with stirring for 1 hour. Subsequently, the mixture was cooled again to -78 °C and N-fluorobenzenesulfonimide (2.362 g, 7.49 mmol) was added. The acetone-dry ice bath was removed and the reaction mixture was stirred at room temperature for 30 minutes. Upon completion of the reaction, the mixture was poured into cold water (100 mL) and extracted with ethyl acetate (20 mL x 3). The organic layers were combined, washed sequentially with 2N HCl, water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: EtOAc/petroleum ether=15%) to afford N-(5-fluoro-2-thiazolyl)-carbamic acid-1,1-dimethylethyl ester as a white solid in 10.5 g (56.7% yield). The product was confirmed by NMR hydrogen spectrum (400 MHz, CDCl3): δ 12.20 (s, 1H), 6.88 (d, J = 3.6 Hz, 1H), 1.59 (s, 9H). Electrospray mass spectrometry (ESI-MS) analysis: m/z calculated value [C8H11FN2O2S]+ [M+H-56]+: 163.0; measured value: 163.0.
References
[1] Patent: WO2018/11093, 2018, A1. Location in patent: Page/Page column 111
[2] Organic Process Research and Development, 2006, vol. 10, # 2, p. 346 - 348
[3] Patent: WO2006/16178, 2006, A1. Location in patent: Page/Page column 9
[4] Patent: EP2105435, 2009, A1. Location in patent: Page/Page column 54-55
[5] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 11, p. 3875 - 3884
Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI) manufacturers
- Product
- Carbamic acid, (5-fluoro-2-thiazolyl)-, 1,1-dimethylethyl ester (9CI) 731018-54-5
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- customise
- Release date
- 2018-08-09