ChemicalBook > CAS DataBase List > Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate

Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate

Product Name
Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate
CAS No.
1030613-07-0
Chemical Name
Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate
Synonyms
149131;Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate;Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate 97+%;5-Bromo-[1,3,4]thiadiazole-2-carboxylic acid ethyl ester;1,3,4-Thiadiazole-2-carboxylic acid, 5-bromo-, ethyl ester
CBNumber
CB62498298
Molecular Formula
C5H5BrN2O2S
Formula Weight
237.07
MOL File
1030613-07-0.mol
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Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate Property

Boiling point:
305.6±25.0 °C(Predicted)
Density 
1.743±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
-4.01±0.10(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C5H5BrN2O2S/c1-2-10-4(9)3-7-8-5(6)11-3/h2H2,1H3
InChIKey
KDZLTNORBKZJKE-UHFFFAOYSA-N
SMILES
S1C(Br)=NN=C1C(OCC)=O
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Safety

HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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N-Bromosuccinimide Price

TRC
Product number
E900555
Product name
Ethyl5-​Bromo-​1,​3,​4-​thiadiazole-​2-​carboxylate
Packaging
500mg
Price
$275
Updated
2021/12/16
TRC
Product number
E900555
Product name
Ethyl5-​Bromo-​1,​3,​4-​thiadiazole-​2-​carboxylate
Packaging
1g
Price
$455
Updated
2021/12/16
Apolloscientific
Product number
OR43656
Product name
Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate
Purity
97+%
Packaging
250mg
Price
$77
Updated
2021/12/16
SynQuest Laboratories
Product number
8H23-9-05
Product name
Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate
Packaging
250mg
Price
$92
Updated
2021/12/16
AK Scientific
Product number
Z3818
Product name
Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate
Packaging
1g
Price
$177
Updated
2021/12/16
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Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 5-?Bromo-?1,?3,?4-?thiadiazole-?2-?carboxylate can be used as reactant/reagent in preparation of hydroxyalkyl thiadiazole derivatives as antibacterials.

Synthesis

64837-53-2

1030613-07-0

Ethyl 2-amino-1,3,4-thiadiazole-5-carboxylate (21 g, 121.38 mmol) was used as starting material, which was dissolved in acetonitrile (400 mL), copper (II) bromide (53.3 g, 239.01 mmol) was added with stirring, and stirred at room temperature for 15 min. Subsequently, tert-butyl nitrite (24.65 g, 239.04 mmol) was slowly added dropwise over 20 minutes. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 30 min and then warmed up to 60 °C for 30 min. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with water, extracted with ethyl acetate and filtered through a bed of diatomaceous earth. The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate (25 g, 87.40% yield) as a yellow solid.TLC conditions: 20% ethyl acetate/hexane (Rf value: 0.7).1H NMR (400 MHz, DMSO-d6) data: δ 4.45-4.40 (m, 2H), 1.34 (t, J=6.8Hz, 3H).

References

[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 14, p. 5082 - 5096
[2] Patent: WO2018/160878, 2018, A1. Location in patent: Page/Page column 219
[3] Patent: WO2011/146817, 2011, A1. Location in patent: Page/Page column 57-58
[4] Patent: WO2013/110643, 2013, A1. Location in patent: Paragraph 00332; 00333
[5] Patent: WO2013/49565, 2013, A1. Location in patent: Page/Page column 69

Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate manufacturers

Career Henan Chemical Co
Product
Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate 1030613-07-0
Price
US $1.00/KG
Min. Order
1KG
Purity
85.0-99.8%
Supply Ability
20 tons
Release date
2019-12-24

1030613-07-0, Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylateRelated Search:

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  • Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate
  • Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate 97+%
  • 149131
  • 5-Bromo-[1,3,4]thiadiazole-2-carboxylic acid ethyl ester
  • 1,3,4-Thiadiazole-2-carboxylic acid, 5-bromo-, ethyl ester
  • 1030613-07-0
  • C5H5N2O2BrS