4-Bromothiophene-2-carbonitrile
4-Bromothiophene-2-carbonitrile Basic information
- Product Name:
- 4-Bromothiophene-2-carbonitrile
- Synonyms:
-
- 4-Bromo-2-cyanothiophene
- 4-Bromothiophene-2-carbonitrile
- 4-Bromothiophene-2-carbonitrile 98%
- 2-Thiophenecarbonitrile,4-broMo-
- 4-Bromothiophene-2-carbonitrile98%
- 4-Bromo-2-cyanothiophene >
- 4-Bromothiophene-2-carbonitrile ISO 9001:2015 REACH
- CAS:
- 18791-99-6
- MF:
- C5H2BrNS
- MW:
- 188.05
- Product Categories:
-
- blocks
- Bromides
- Carboxes
- Heterocycles
- Mol File:
- 18791-99-6.mol
4-Bromothiophene-2-carbonitrile Chemical Properties
- Melting point:
- 47.0 to 51.0 °C
- Boiling point:
- 230.4±20.0 °C(Predicted)
- Density
- 1.82±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- color
- White to Light yellow
Safety Information
- Hazard Codes
- Xi,Xn
- Risk Statements
- 22-37/38-41
- Safety Statements
- 26-39
- HazardClass
- IRRITANT
- HS Code
- 2934999090
4-Bromothiophene-2-carbonitrile Usage And Synthesis
Synthesis
18791-75-8
18791-99-6
The general procedure for the synthesis of 4-bromothiophene-2-carbonitrile from 4-bromo-2-thiophenecarboxaldehyde was as follows: 4-bromothiophene-2-carboxaldehyde (600 g, 3.14 mmol) and hydroxylamine hydrochloride (438 g, 6.30 mmol) were dissolved in pyridine (5 L). After the reaction mixture was cooled to room temperature, it was heated to 90 °C and maintained for 10 min. Subsequently, acetic anhydride (1940 g, 19.0 mmol) was slowly added dropwise and the reaction system was heated to 80°C for 1 hour. After completion of the reaction, the mixture was poured into water (20 L) and stirred for 30 min. After filtration and drying, the target product 4-bromothiophene-2-carbonitrile (564 g, 95% yield) was obtained.
References
[1] Patent: CN104230960, 2017, B. Location in patent: Paragraph 0449; 0450; 0451
[2] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 5, p. 415 - 418
[3] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 11, p. 2870 - 2875
[4] Patent: US2017/151225, 2017, A1. Location in patent: Paragraph 0926; 0927
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