ChemicalBook > CAS DataBase List > Ethyl 2-bromothiazole-5-carboxylate

Ethyl 2-bromothiazole-5-carboxylate

Product Name
Ethyl 2-bromothiazole-5-carboxylate
CAS No.
41731-83-3
Chemical Name
Ethyl 2-bromothiazole-5-carboxylate
Synonyms
ETHYL 2-BROMO-1,3-THIAZOLE-5-CARBOXYLATE;RARECHEM AL BI 1435;Ethyl 2-bromothiazole-5-carboxylat;2-Bromo-5-(ethoxycarbonyl)thiazole;ETHYL 2-BROMOTHIAZOLE-5-CARBOXYLATE;Ethyl 2-bromo-5-thiazolecarboxylate;Ethyl 2-bromo-thiazol-5-carboxylate;Ethyl2-Bromothiazole-5-carboxylate>2-Bromo-5-(ethoxycarbonyl)-1,3-thiazole;ethyl 5-bromo-1,3-thiazole-2-carboxylate
CBNumber
CB2699886
Molecular Formula
C6H6BrNO2S
Formula Weight
236.09
MOL File
41731-83-3.mol
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Ethyl 2-bromothiazole-5-carboxylate Property

Melting point:
60-61 °C(Solv: ligroine (8032-32-4))
Boiling point:
216-217 °C (lit.)
Density 
1.581 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.5530(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
pka
-0.98±0.10(Predicted)
form 
clear liquid
color 
Light orange to Yellow to Green
Water Solubility 
Miscible is water.
InChI
InChI=1S/C6H6BrNO2S/c1-2-10-5(9)4-3-8-6(7)11-4/h3H,2H2,1H3
InChIKey
KTYIFXLNIMPSKI-UHFFFAOYSA-N
SMILES
S1C(C(OCC)=O)=CN=C1Br
CAS DataBase Reference
41731-83-3(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
3
Hazard Note 
Harmful/Keep Cold
HS Code 
29341000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
642495
Product name
Ethyl 2-bromothiazole-5-carboxylate
Purity
97%
Packaging
1g
Price
$32.6
Updated
2023/06/20
Sigma-Aldrich
Product number
642495
Product name
Ethyl 2-bromothiazole-5-carboxylate
Purity
97%
Packaging
5g
Price
$97.5
Updated
2023/06/20
TCI Chemical
Product number
E0891
Product name
Ethyl 2-Bromothiazole-5-carboxylate
Purity
>98.0%(GC)
Packaging
1g
Price
$45
Updated
2024/03/01
TCI Chemical
Product number
E0891
Product name
Ethyl 2-Bromothiazole-5-carboxylate
Purity
>98.0%(GC)
Packaging
5g
Price
$177
Updated
2024/03/01
TRC
Product number
E900823
Product name
Ethyl 2-Bromothiazole-5-carboxylate
Packaging
250mg
Price
$55
Updated
2021/12/16
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Ethyl 2-bromothiazole-5-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 2-bromothiazole-5-carboxylate is used in medicine, pharmaceutical intermediate

Synthesis

32955-21-8

41731-83-3

General procedure for the synthesis of ethyl 2-bromothiazole-5-carboxylate from ethyl 2-aminothiazole-5-carboxylate: to a stirred solution of ethyl 2-aminothiazole-5-carboxylate (10.0 g, 46.45 mmol, Combi block) in 48% hydrobromic acid (75 mL) at 0 °C, sodium nitrite (4.80 g, 50 mL) dissolved in water (50 mL) was added dropwise. 69.68 mmol) solution. The reaction mixture was continued to be stirred at 0 °C for 15 min. Subsequently, a 48% hydrobromic acid (75 mL) solution of copper(I) bromide (6.66 g, 46.45 mmol) was added dropwise at 0°C. The resulting reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, the reaction mixture was diluted with dichloromethane (200 mL), washed sequentially with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification of the crude product by fast chromatography (100% chloroform) afforded ethyl 2-bromothiazole-5-carboxylate as a yellow liquid in 50% yield (5.5 g).LCMS (Method A): 235.9 (M + H), retention time 3.85 min, purity 98.6% (max).1H NMR (400 MHz, DMSO-d6): δ 8.16 (s, 1H ), 4.38 (q, J = 7.1 Hz, 2H), 1.39 (t, J = 7.1 Hz, 3H).

References

[1] Patent: WO2014/159234, 2014, A1. Location in patent: Page/Page column 87; 88
[2] Patent: WO2016/30443, 2016, A1. Location in patent: Page/Page column 118-119
[3] Patent: WO2017/144637, 2017, A1. Location in patent: Page/Page column 52; 53
[4] Patent: WO2017/144635, 2017, A1. Location in patent: Page/Page column 46; 47
[5] Journal of the American Chemical Society, 2008, vol. 130, # 28, p. 9089 - 9098

Ethyl 2-bromothiazole-5-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl 2-bromothiazole-5-carboxylate manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Ethyl 2-bromothiazole-5-carboxylate 41731-83-3
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-07-05
Career Henan Chemical Co
Product
Ethyl 2-bromothiazole-5-carboxylate 41731-83-3
Price
US $8.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10tons
Release date
2018-12-23

41731-83-3, Ethyl 2-bromothiazole-5-carboxylateRelated Search:


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