5-Bromo-2,4-dichloropyrimidine
- Product Name
- 5-Bromo-2,4-dichloropyrimidine
- CAS No.
- 36082-50-5
- Chemical Name
- 5-Bromo-2,4-dichloropyrimidine
- Synonyms
- NSC 152517;5-Bromo-2,4-dichL;BUTTPARK 48\06-22;TIMTEC-BB SBB003301;Xylose Impurity 3-d1;Palbociclib Impurity 99;2,4-Dichloro-5-Bromouracil;5-Bromo-2,4-dichloropyrdmidine;2,4-Dichloro-5-bormopyrimidine;5-BROMO-2,4-DICHLOROPYRIMIDINE
- CBNumber
- CB2739049
- Molecular Formula
- C4HBrCl2N2
- Formula Weight
- 227.87
- MOL File
- 36082-50-5.mol
5-Bromo-2,4-dichloropyrimidine Property
- Melting point:
- 29-30 °C (lit.)
- Boiling point:
- 128 °C/15 mmHg (lit.)
- Density
- 1.781 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.603(lit.)
- Flash point:
- >230 °F
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), Ether (Slightly), Ethyl Acetate (Slightly), Toluene (Slightly)
- form
- Liquid or Low Melting Solid
- pka
- -4.26±0.29(Predicted)
- Specific Gravity
- 1.781
- color
- Clear colorless to light yellow
- BRN
- 124441
- InChI
- InChI=1S/C4HBrCl2N2/c5-2-1-8-4(7)9-3(2)6/h1H
- InChIKey
- SIKXIUWKPGWBBF-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(Br)C(Cl)=N1
- CAS DataBase Reference
- 36082-50-5(CAS DataBase Reference)
Safety
- Hazard Codes
- T,C
- Risk Statements
- 23/24/25-34-43
- Safety Statements
- 26-27-36/37/39-45
- RIDADR
- UN 3263 8/PG 2
- WGK Germany
- 3
- Hazard Note
- Toxic/Corrosive
- HazardClass
- 8
- PackingGroup
- III
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
H317May cause an allergic skin reaction
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 416762
- Product name
- 5-Bromo-2,4-dichloropyrimidine
- Purity
- 97%
- Packaging
- 5g
- Price
- $74.9
- Updated
- 2025/07/31
- Product number
- 416762
- Product name
- 5-Bromo-2,4-dichloropyrimidine
- Purity
- 97%
- Packaging
- 25g
- Price
- $144
- Updated
- 2025/07/31
- Product number
- B2823
- Product name
- 5-Bromo-2,4-dichloropyrimidine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $26
- Updated
- 2025/07/31
- Product number
- B2823
- Product name
- 5-Bromo-2,4-dichloropyrimidine
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $74
- Updated
- 2025/07/31
- Product number
- D433775
- Product name
- 2,4-Dichloro-5-bromopyrimidine
- Packaging
- 5g
- Price
- $90
- Updated
- 2021/12/16
5-Bromo-2,4-dichloropyrimidine Chemical Properties,Usage,Production
Chemical Properties
Colourless Oil
Uses
Starting material for the synthesis of trisubstituted pyrimidines via a combination of nucleophilic substitution and palladium-catalyzed aryl cross-coupling.1
Uses
5-Bromo-2,4-dichloropyrimidine may be employed as starting reagent for the synthesis of positive allosteric modulators for GABAB receptors (drug-like class of compounds) and pyridinepyrimidine analogs.
General Description
5-Bromo-2,4-dichloropyrimidine is a halogenoprimidine. It has been reported as an intermediate during the synthesis of 2,4-di-t-butoxy-5-bromopyrimidine and 2,4-di-t-butoxy-5-pyrimidineboronic acid.
Synthesis
51-20-7
36082-50-5
General procedure for the synthesis of 5-bromo-2,4-dichloropyrimidine from 5-bromouracil: 5-bromouracil (6.0 g, 31.4 mmol) was placed in a reaction flask with phosphorus pentachloride (PCl5, 16.4 g, 87.9 mmol) and 1,1,2-trichloroethane (50 mL) was added as solvent. The reaction mixture was heated to reflux and the transformation of the mixture from suspension to a light yellow transparent solution was observed. The reaction progress was monitored by thin layer chromatography (TLC) and after confirming the complete conversion of the feedstock, the reaction mixture was cooled to room temperature. Subsequently, the reaction mixture was rapidly poured into stirred ice water and stirring was continued for 1 hour. The aqueous phase was extracted with dichloromethane (DCM, 3 x 50 mL), the organic layers were combined and dried with anhydrous magnesium sulfate (MgSO4). The solvent was removed by evaporation under reduced pressure to give a light yellow transparent liquid crude product. Finally, the crude product was purified by silica gel column chromatography to obtain the target compound 5-bromo-2,4-dichloropyrimidine as a colorless transparent liquid (99.5% yield, 97% purity).
References
[1] Patent: CN108117523, 2018, A. Location in patent: Paragraph 0039; 0041; 0043; 0044; 0045
[2] Purinergic Signalling, 2017, vol. 13, # 1, p. 89 - 103
[3] Patent: CN105237483, 2016, A. Location in patent: Paragraph 0039; 0040; 0041; 0042; 0043
[4] Patent: US4299961, 1981, A
[5] Journal of the American Chemical Society, 1934, vol. 56, p. 134,138
5-Bromo-2,4-dichloropyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-Bromo-2,4-dichloropyrimidine manufacturers
- Product
- 5-Bromo-2,4-dichloropyrimidine 36082-50-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-06-04
- Product
- 5-Bromo-2,4-dichloropyrimidine 36082-50-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-27
- Product
- 5-Bromo-2,4-dichloropyrimidine 36082-50-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%min
- Supply Ability
- 20-40tons/year
- Release date
- 2022-01-10