tert-butyl 2-bromothiazol-5-ylcarbamate
- Product Name
- tert-butyl 2-bromothiazol-5-ylcarbamate
- CAS No.
- 1094070-77-5
- Chemical Name
- tert-butyl 2-bromothiazol-5-ylcarbamate
- Synonyms
- 5-(Boc-aMino)-2-broMothiazole;tert-Butyl (2-bromothiazol-5-yl);tert-butyl 2-bromothiazol-5-ylcarbamate;tert-Butyl N-(2-broMo-5-thiazolyl)carbaMate;tert-butyl N-(2-bromo-1,3-thiazol-5-yl)carbamate;(2-Bromo-thiazol-5-yl)-carbamicacidtert-butylester;(2-BroMo-thiazol-5-yl)-carbaMic acidtert-butyleste;N-(2-Bromo-5-thiazolyl)carbamic acid tert-butyl ester;tert-butyl 2-bromothiazol-5-ylcarbamate ISO 9001：2015 REACH;Carbamic acid, N-(2-bromo-5-thiazolyl)-, 1,1-dimethylethyl ester
- CBNumber
- CB52123960
- Molecular Formula
- C8H11BrN2O2S
- Formula Weight
- 279.15
- MOL File
- 1094070-77-5.mol
tert-butyl 2-bromothiazol-5-ylcarbamate Property
- Boiling point:
- 294℃
- Density
- 1.574
- Flash point:
- 131℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 11.83±0.70(Predicted)
- Appearance
- White to yellow Solid
- InChI
- InChI=1S/C8H11BrN2O2S/c1-8(2,3)13-7(12)11-5-4-10-6(9)14-5/h4H,1-3H3,(H,11,12)
- InChIKey
- DXTQRJCFSNCPMD-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)NC1SC(Br)=NC=1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B129605
- Product name
- tert-Butyl(2-Bromothiazol-5-yl)carbamate
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 073818
- Product name
- tert-Butyl (2-bromothiazol-5-yl)carbamate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $170
- Updated
- 2021/12/16
- Product number
- 8H70-9-18
- Product name
- tert-Butyl N-(2-bromo-1,3-thiazol-5-yl)carbamate
- Purity
- 97.0%
- Packaging
- 250mg
- Price
- $338
- Updated
- 2021/12/16
- Product number
- 073818
- Product name
- tert-Butyl (2-bromothiazol-5-yl)carbamate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $430
- Updated
- 2021/12/16
- Product number
- X8920
- Product name
- tert-Butyl2-bromothiazol-5-ylcarbamate
- Packaging
- 10g
- Price
- $934
- Updated
- 2021/12/16
tert-butyl 2-bromothiazol-5-ylcarbamate Chemical Properties,Usage,Production
Uses
tert-Butyl (2-bromothiazol-5-yl)carbamate is a useful reactant for the synthesis of imidazo[1,2-a]pyrazine deratives, which could act as Aurora kinase inhibitors.
Synthesis
54045-76-0
75-65-0
1094070-77-5
Synthesis of tert-butyl 2-bromothiazole-5-carbamate: 2-bromothiazole-5-carboxylic acid (2.29 g, 11.0 mmol) was added to a 250 mL round bottom flask and ground to a fine powder using a spatula. Tert-butanol (12.2 mL, 11.0 mmol) and triethylamine (TEA, 1.53 mL, 11.0 mmol) were then added and rapid dissolution of the solid was observed. Diphenylphosphoryl azide (DPPA, 2.61 mL, 12.1 mmol) was then added, and the flask was sealed with a rubber septum and the sealed flask was heated in an 80 °C oil bath. After 10 hours of reaction, the reaction mixture was transferred to a partition funnel and extracted with saturated saline (100 mL) and ethyl acetate (EtOAc, 100 mL). The organic layer was separated and dried over anhydrous sodium sulfate. The dried organic phase was concentrated onto silica gel and purified by rapid column chromatography on a Redi-Sep? pre-populated silica gel column (120 g) using a gradient elution of 0% to 80% ethyl acetate in hexane. The final target product, tert-butyl 2-bromothiazole-5-carbamate (2.02 g, 66% yield), was obtained as an off-white crystalline solid. It was analyzed by LCMS (API-ES) and measured m/z (relative abundance): 279 (100%, [M-H]-).
References
[1] Patent: WO2009/11880, 2009, A2. Location in patent: Page/Page column 138-139
[2] Patent: WO2013/186089, 2013, A2. Location in patent: Page/Page column 94; 95
[3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 5, p. 1559 - 1564
tert-butyl 2-bromothiazol-5-ylcarbamate Preparation Products And Raw materials
Raw materials
Preparation Products
tert-butyl 2-bromothiazol-5-ylcarbamate Suppliers
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View Lastest Price from tert-butyl 2-bromothiazol-5-ylcarbamate manufacturers
- Product
- tert-Butyl (2-bromothiazol-5-yl)carbamate 1094070-77-5
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-26
- Product
- tert-butyl 2-bromothiazol-5-ylcarbamate 1094070-77-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 85.0-99.8%
- Supply Ability
- 200kgs
- Release date
- 2020-01-16