2,4-Dichloro-5-fluoropyrimidine
- Product Name
- 2,4-Dichloro-5-fluoropyrimidine
- CAS No.
- 2927-71-1
- Chemical Name
- 2,4-Dichloro-5-fluoropyrimidine
- Synonyms
- 5-FLUORO-2,4-DICHLOROPYRIMIDINE;oro-5-fL;NSC 70442;uoropyrimidine;CHEMPACIFIC 37950;Fluorouracil Impurity 9;2,6-DICHLORO-5-FLUORORACIL;2,4-Dichloro-5-fluorouracil;4-Dichloro-5-fluoropyriMidine;2,4-dichloro5-fluropyrimidine
- CBNumber
- CB2683700
- Molecular Formula
- C4HCl2FN2
- Formula Weight
- 166.97
- MOL File
- 2927-71-1.mol
2,4-Dichloro-5-fluoropyrimidine Property
- Melting point:
- 37-41 °C (lit.)
- Boiling point:
- 80 °C / 16mmHg
- Density
- 1.605±0.06 g/cm3(Predicted)
- Flash point:
- 223 °F
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- soluble in Chloroform, Methanol
- pka
- -3.96±0.29(Predicted)
- form
- Powder or Crystalline Powder or Low Melting Solid
- color
- White to pale brown
- Sensitive
- Moisture Sensitive
- InChI
- InChI=1S/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H
- InChIKey
- WHPFEQUEHBULBW-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(F)C(Cl)=N1
- CAS DataBase Reference
- 2927-71-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,C
- Risk Statements
- 36/37/38-34-22
- Safety Statements
- 26-36-37/39-45-36/37/39
- RIDADR
- 3261
- WGK Germany
- 3
- Hazard Note
- Irritant
- HazardClass
- 8
- PackingGroup
- Ⅲ
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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
- 653233
- Product name
- 2,4-Dichloro-5-fluoropyrimidine
- Purity
- 97%
- Packaging
- 1g
- Price
- $43.91
- Updated
- 2025/07/31
- Product number
- D3374
- Product name
- 2,4-Dichloro-5-fluoropyrimidine
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $48
- Updated
- 2025/07/31
- Product number
- D3374
- Product name
- 2,4-Dichloro-5-fluoropyrimidine
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $190
- Updated
- 2025/07/31
- Product number
- F5262-10
- Product name
- 5-Fluoro-2,4-dichloropyrimidine
- Packaging
- 5g
- Price
- $403
- Updated
- 2021/12/16
- Product number
- F590960
- Product name
- 5-Fluoro-2,4-dichloropyrimidine
- Packaging
- 100g
- Price
- $1190
- Updated
- 2021/12/16
2,4-Dichloro-5-fluoropyrimidine Chemical Properties,Usage,Production
Chemical Properties
2,4-Dichloro-5-fluoropyrimidine is Yellow to Orange Crystalline Solid
Uses
2,4-Dichloro-5-fluoropyrimidine is used in the synthesis of two glucuronic derivatives of 5-fluorouracil as neoplasm inhibitors. It is used in the synthesis of two glucuronic derivatives of 5-fluorouracil as neoplasm inhibitors.
Uses
2,4-Dichloro-5-fluoropyrimidine can be used as a starting material to synthesize:
- 5-fluoropyrimidine-2-carboxamides and 5-fluoropyrimidine-4-carboxamides as potential kinase inhibitors.
- A series of 2,4-diamino-5-fluoropyrimidine derivatives as potential protein kinase Cθ inhibitors.
- 2,4-Bisanilinopyrimidine derivatives as potential aurora kinases inhibitors.
- 5-fluoro-N,N-bis(4-methoxyphenyl)-2,4-pyrimidinediamine by reacting with p-methoxy aniline in the presence of DIPEA.
- 2-chloro-5-fluoro-4-(4-fluorophenyl)pyrimidine by Suzuki coupling reaction in the presence of (4-fluorophenyl)boronic acid triphenylphosphine, and palladium(II) acetate catalyst.
- 5-fluoro-2-(piperidin-4-yloxy)pyrimidin-4-amine, a scaffold, which is used in the preparation of potent deoxycytidine kinase inhibitors.
Flammability and Explosibility
Not classified
Synthesis
51-21-8
2927-71-1
The general procedure for the synthesis of 2,4-dichloro-5-fluoropyrimidine using 5-fluoropyrimidine-2,4(1H,3H)-dione as a starting material is as follows: 5-fluoropyrimidine-2,4-diol (525 kg, 1.00 mole equivalents) was mixed with phosphorus trichloride (1545 kg, 2.50 mole equivalents) under nitrogen protection and heated to about 100 °C with stirring. Subsequently, N,N-dimethylaniline (980 kg, 2.00 mole equivalents) was slowly added over a period of about 9 hours and the reaction mixture was continued to be stirred at about 100°C for no more than 4 hours. Upon completion of the reaction, the mixture was cooled to about 20°C over about 2 hours and then the reaction was quenched by slowly pouring into a mixture of water (3150 kg) and dichloromethane (1915 kg), ensuring that the temperature was controlled below 40°C. The mixture was stirred at about 20°C for at least 3 hours and then left to stratify. The aqueous phase was washed with dichloromethane (1915 kg) and the layers were separated again. The organic phase was combined and washed at least once with concentrated aqueous hydrochloric acid (525 kg), repeated if necessary, and then with 5% w/w aqueous sodium bicarbonate (2625 kg). The washed organic solution was concentrated by distillation at atmospheric pressure to about 1310 kg to give a dichloromethane solution of 2,4-dichloro-5-fluoropyrimidine with a typical concentration of about 50% w/w and a yield of about 95%. The solution can be used directly in subsequent reactions.
References
[1] Patent: US2015/175639, 2015, A1. Location in patent: Paragraph 0145
[2] Journal of Organic Chemistry, 2011, vol. 76, # 10, p. 4149 - 4153
[3] Patent: KR2016/69892, 2016, A. Location in patent: Paragraph 0090-0093
[4] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 9, p. 2288 - 2300
[5] Patent: US2005/234046, 2005, A1. Location in patent: Page/Page column 64
2,4-Dichloro-5-fluoropyrimidine Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2,4-Dichloro-5-fluoropyrimidine manufacturers
- Product
- 2,4-Dichloro-5-fluoropyrimidine 2927-71-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-05-08
- Product
- 2,4-Dichloro-5-fluoropyrimidine 2927-71-1
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-26
- Product
- 2,4-Dichloro-5-fluoropyrimidine 2927-71-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-28