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
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
Safety
- HS Code
- 2934999090
N-Bromosuccinimide Price
- Product number
- E900555
- Product name
- Ethyl5-Bromo-1,3,4-thiadiazole-2-carboxylate
- Packaging
- 500mg
- Price
- $275
- Updated
- 2021/12/16
- Product number
- E900555
- Product name
- Ethyl5-Bromo-1,3,4-thiadiazole-2-carboxylate
- Packaging
- 1g
- Price
- $455
- Updated
- 2021/12/16
- Product number
- OR43656
- Product name
- Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate
- Purity
- 97+%
- Packaging
- 250mg
- Price
- $77
- Updated
- 2021/12/16
- Product number
- 8H23-9-05
- Product name
- Ethyl 5-bromo-1,3,4-thiadiazole-2-carboxylate
- Packaging
- 250mg
- Price
- $92
- Updated
- 2021/12/16
- Product number
- Z3818
- Product name
- Ethyl5-bromo-1,3,4-thiadiazole-2-carboxylate
- Packaging
- 1g
- Price
- $177
- Updated
- 2021/12/16
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
- 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