3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one

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CAS:799293-83-7
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CAS:799293-83-7

3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one manufacturers

3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one Basic information
Product Name:3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one
Synonyms:3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one;3-BroMothieno[3,2-c]pyridin-4(5H)-one;3-broMo-4-hydroxy-[3,2-c]-thienopyridine;3-BROMO-4-HYDROXYTHIENO[3,2-C]PYRIDINE;3-Bromothieno[3,2-c]pyridin-4-ol;3-Bromothieno[3,2-c]pyridin-4(5H);Thieno[3,2-c]pyridin-4(5H)-one, 3-bromo-;3-Bromo-5H-thieno[3,2-c]pyridine-4-one
CAS:799293-83-7
MF:C7H4BrNOS
MW:230.08
EINECS:
Product Categories:
Mol File:799293-83-7.mol
3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one Structure
3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one Chemical Properties
Melting point 273-278°C
Boiling point 468.6±45.0 °C(Predicted)
density 1.801±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka12.09±0.20(Predicted)
form solid
AppearanceLight yellow to brown Solid
InChI1S/C7H4BrNOS/c8-4-3-11-5-1-2-9-7(10)6(4)5/h1-3H,(H,9,10)
InChIKeyAMWQWPCIUPRUFH-UHFFFAOYSA-N
Safety Information
Hazard Codes T,C
Risk Statements 25-34-36
Safety Statements 26-36/37/39-45
RIDADR UN 3260 8 / PGIII
WGK Germany 3
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsEye Dam. 1
Skin Corr. 1B
MSDS Information
3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one Usage And Synthesis
Synthesis
2-Propenoyl azide, 3-(4-bromo-2-thienyl)-, (2E)-

799293-81-5

3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one

799293-83-7

The general procedure for the synthesis of 3-bromo-4-hydroxythienopyridine from the compound (CAS: 799293-81-5) is as follows: 100 mL of diphenyl ether was heated to 210 °C under nitrogen protection, followed by the slow addition of a solution of (E)-3-(4-bromothiophene-2-yl)acryloyl azide (9.95 g, 386 mmol) dissolved in 50 mL of diphenyl ether. The reaction mixture was maintained at 210 °C for 15 min. After completion of the reaction, it was cooled to room temperature and diluted with 100 mL of cyclohexane. The precipitate was collected by filtration and dried under vacuum to give 6.6 g (yield: 74.4%) of the target product 3-bromo-4-hydroxythienopyridine as a brown solid.

References[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 5, p. 1167 - 1171
[2] Patent: US2013/116233, 2013, A1. Location in patent: Paragraph 1153
[3] Patent: US2007/161672, 2007, A1. Location in patent: Page/Page column 8
[4] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 1, p. 250 - 254
[5] Patent: WO2004/100947, 2004, A2. Location in patent: Page 26-27; 17
3-broMo-4H,5H-thieno[3,2-c]pyridin-4-one Preparation Products And Raw materials
Raw materials2-Propenoyl azide, 3-(4-bromo-2-thienyl)-, (2E)-
Preparation Products3-bromothieno[3,2-c]pyridin-4-amine
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