Pyridazine, 3-bromo- (9CI)
Description References- Product Name
- Pyridazine, 3-bromo- (9CI)
- CAS No.
- 88491-61-6
- Chemical Name
- Pyridazine, 3-bromo- (9CI)
- Synonyms
- 3-bromopyridazine;3-bromo- (9CI);Pyridazine, 3-broMo-;3-Bromopyridazine ,97%;Pyridazine, 3-bromo- (9CI);3-broMopyridazine hydrobroMide;Pyridazine, 3-bromo- (9CI) ISO 9001：2015 REACH
- CBNumber
- CB11044310
- Molecular Formula
- C4H3BrN2
- Formula Weight
- 158.98
- MOL File
- 88491-61-6.mol
Pyridazine, 3-bromo- (9CI) Property
- Melting point:
- 73-74 °C
- Boiling point:
- 270.0±13.0 °C(Predicted)
- Density
- 1.726±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- form
- solid
- pka
- 0.99±0.10(Predicted)
- color
- Yellow to reddish brown
- CAS DataBase Reference
- 88491-61-6
Safety
- HS Code
- 2933998090
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.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- B695863
- Product name
- 3-Bromopyridazine
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-W004020
- Product name
- 3-Bromopyridazine
- Purity
- 99.83%
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 078228
- Product name
- 3-Bromopyridazine
- Packaging
- 250mg
- Price
- $26
- Updated
- 2021/12/16
- Product number
- FB72022
- Product name
- 3-Bromopyridazine
- Packaging
- 250mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- 078228
- Product name
- 3-Bromopyridazine
- Packaging
- 1g
- Price
- $76
- Updated
- 2021/12/16
Pyridazine, 3-bromo- (9CI) Chemical Properties,Usage,Production
Description
3-Bromopyridine can undergo lithiation with LDA at low temperatures in the 4-position: Heterocycles, involved in formation of the Grignard by Mg exchange with i-PrMgCl and in transmetallation of the lithiated derivative with zinc chloride followed by treatment with an electrophile as a route to 4-substituted 3-bromopyridines1-4. 3-Bromopyridine is also used as an intermediate in the synthesis of Active Pharmaceutical Ingredients especially Abiraterone acetate (an antiandrogen medication which is used in the treatment of prostate cancer) and Zimelidine (selective serotonin reuptake inhibitor (SSRI) antidepressants)5.
References
- Jennifer A. Love Dr.; John P. Morgan.;Tina M. Trnka.;Robert H. Grubbs Prof. A Practical and Highly Active Ruthenium-Based Catalyst that Effects the Cross Metathesis of Acrylonitrile. Angewandte Chemie International Edition. 2002, 41 (21), 4035-4037.
- Wenjie Li.; Dorian P. Nelson.; Mark S. Jensen.; R. Scott Hoerrner.; Dongwei Cai.; Robert D. Larsen.; Paul J. Reider. An Improved Protocol for the Preparation of 3-Pyridyland Some Arylboronic Acids. J. Org. Chem. 2002, 57 (16), 5394-5397.
- https://www.alfa.com/en/catalog/A12894/
- Cai, Dongwei, R. D. Larsen, and P. J. Reider. "Effective lithiation of 3-bromopyridine: synthesis of 3-pyridine boronic acid and variously 3-substituted pyridines." Cheminform 33.38(2002):4285-4287.
- www.jubl.com/uploads/files/48msds_msds-3-bromopyridine.pdf
Synthesis
504-30-3
88491-61-6
Synthesis of 3-bromopyridazine: Bromophosphorus oxide (158 g, 552 mmol) was placed under mechanical stirring and heated to 80 °C until completely molten. Subsequently, 3-hydroxypyridazine (30.5 g, 317 mmol) was added to the molten phosphorus bromide in a single step, and the color of the reaction mixture rapidly changed from orange to yellow, and eventually formed a black solid. The reaction system was heated up to 120 °C and maintained at this temperature for 3 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature, followed by further cooling in an ice water bath. Ice water (total 300 mL) was added slowly, taking care to control the rate of addition to mitigate the exothermic phenomenon (white smoke generation was observed). During stirring, some of the solids were not dissolved, at which point 2M NaOH aqueous solution (180 mL) was added and stirring was continued for 45 minutes until all solids were completely dissolved. The resulting dark red/brown solution was slowly poured into a pre-cooled ice/water bath containing 2M NaOH aqueous solution (910 mL), keeping the internal temperature below 25°C. The solution was then mixed with 2M NaOH aqueous solution (910 mL). The pH of the solution was adjusted to about 9.5 with 2M NaOH aqueous solution (50 mL).The solution was extracted using dichloromethane (DCM, 5 x 250 mL) and the yellow organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated in vacuum to give a gray/brown solid crude product. The crude product was adsorbed on silica (98 g) and purified by silica gel column (200 g) using heptane/ethyl acetate (1:1) as eluent. Fractions containing the target product were collected, combined and concentrated in vacuum to afford 3-bromopyridazine (34.7 g, 216 mmol, 69% yield) as a green/gray solid.GCMS analysis showed product purity >99%.
References
[1] Patent: WO2015/161928, 2015, A1. Location in patent: Page/Page column 68
[2] Patent: WO2015/161924, 2015, A1. Location in patent: Page/Page column 19; 20
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View Lastest Price from Pyridazine, 3-bromo- (9CI) manufacturers
- Product
- 3-Bromopyridazine 88491-61-6
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-01-02
- Product
- 3-bromopyridazine 88491-61-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 100kgs/month
- Release date
- 2021-11-27
- Product
- Pyridazine, 3-bromo- (9CI) 88491-61-6
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-11-02