4,6-Dichloro-5-nitropyrimidine
- Product Name
- 4,6-Dichloro-5-nitropyrimidine
- CAS No.
- 4316-93-2
- Chemical Name
- 4,6-Dichloro-5-nitropyrimidine
- Synonyms
- NDTP;NSC 89693;AKOS 91435;AKOS BBS-00003102;IFLAB-BB F1371-0158;TIMTEC-BB SBB010041;4,6-Dichloro-5-nitro;4,6-dichloro-5-nitropyridine;6-Dichloro-5-nitro-pyriMidine;4,6-Dichlor-5-nitro-pyrimidin
- CBNumber
- CB3728389
- Molecular Formula
- C4HCl2N3O2
- Formula Weight
- 193.98
- MOL File
- 4316-93-2.mol
4,6-Dichloro-5-nitropyrimidine Property
- Melting point:
- 100-103 °C (lit.)
- Boiling point:
- 325.8±37.0 °C(Predicted)
- Density
- 1.737±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Chloroform, Ethyl Acetate, Methanol, Toluene
- form
- Solid
- pka
- -7.48±0.26(Predicted)
- color
- White to Off-White
- BRN
- 162029
- InChI
- InChI=1S/C4HCl2N3O2/c5-3-2(9(10)11)4(6)8-1-7-3/h1H
- InChIKey
- HCTISZQLTGAYOX-UHFFFAOYSA-N
- SMILES
- C1=NC(Cl)=C([N+]([O-])=O)C(Cl)=N1
- CAS DataBase Reference
- 4316-93-2(CAS DataBase Reference)
- NIST Chemistry Reference
- Pyrimidine, 4,6-dichloro-5-nitro-(4316-93-2)
- EPA Substance Registry System
- Pyrimidine, 4,6-dichloro-5-nitro- (4316-93-2)
Safety
- Hazard Codes
- Xi,T
- Risk Statements
- 36/37/38-23/24/25
- Safety Statements
- 26-36-45-36/37/39-7/9
- RIDADR
- UN 3335
- WGK Germany
- 3
- RTECS
- UV8258000
- TSCA
- Yes
- HS Code
- 29335990
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- D69300
- Product name
- 4,6-Dichloro-5-nitropyrimidine
- Purity
- ≥97%
- Packaging
- 5g
- Price
- $38.95
- Updated
- 2025/07/31
- Product number
- D69300
- Product name
- 4,6-Dichloro-5-nitropyrimidine
- Purity
- ≥97%
- Packaging
- 25g
- Price
- $347
- Updated
- 2025/07/31
- Product number
- D4105
- Product name
- 4,6-Dichloro-5-nitropyrimidine
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $104
- Updated
- 2025/07/31
- Product number
- D4105
- Product name
- 4,6-Dichloro-5-nitropyrimidine
- Purity
- min. 98.0 %
- Packaging
- 25G
- Price
- $312
- Updated
- 2025/07/31
- Product number
- D435645
- Product name
- 4,6-Dichloro-5-nitropyrimidine
- Packaging
- 50g
- Price
- $165
- Updated
- 2021/12/16
4,6-Dichloro-5-nitropyrimidine Chemical Properties,Usage,Production
Chemical Properties
Yellow Crystalline Solid
Uses
4,6-Dichloro-5-nitropyrimidine (cas# 4316-93-2) is a compound useful in organic synthesis.
Synthesis
2164-83-2
4316-93-2
The general procedure for the synthesis of 4,6-dichloro-5-nitropyrimidine using 5-nitro-4,6-dihydroxypyrimidine as starting material was as follows: to a suspension of phosphoryl chloride (96 mL, 1056 mmol) containing 4,6-dihydroxy-5-nitropyrimidine (25 g, 160 mmol) was added dimethylaniline (32.6 mL, 246 mmol). The reaction mixture was heated in an oil bath at 125 °C and subsequently warmed to 130 °C and held for 1 hour. Upon completion of the reaction, excess trichlorophosphorus oxide was removed by evaporation. The residue was slowly poured onto ice (300 g) and the solid formed was subsequently collected by filtration. The filtrate was extracted with ether and the combined organic layers were washed sequentially with water and brine and dried with anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was purified by fast column chromatography in dichloromethane to afford the light brown solid product 4,6-dichloro-5-nitropyrimidine (21.5 g, 70% yield). The 1H NMR (DMSO-D6) data of the product were as follows: δ 8.3 (s, 1H, Ar).
Purification Methods
If too impure, then dissolve it in Et2O, wash it with H2O, dry it over MgSO4, evaporate it to dryness and recrystallise it from pet ether (b 85-105o) to give a light tan solid. It is soluble in ca 8 parts of MeOH [Boon et al. J Chem Soc 96 1951, Montgomery et al. in Synthetic Procedures in Nucleic Acid Chemistry Zorbach & Tipson eds, Wiley & Sons, NY, p76 1968]. [Beilstein 23 III/IV 899.]
References
[1] Journal of Labelled Compounds and Radiopharmaceuticals, 2008, vol. 51, # 1, p. 54 - 58
[2] Patent: EP1598354, 2005, A1. Location in patent: Page/Page column 90
[3] Pharmaceutical Chemistry Journal, 2000, vol. 34, # 3, p. 110 - 112
[4] Journal of Medicinal Chemistry, 2000, vol. 43, # 22, p. 4288 - 4312
4,6-Dichloro-5-nitropyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4,6-Dichloro-5-nitropyrimidine manufacturers
- Product
- 4,6-Dichloro-5-nitropyrimidine 4316-93-2
- Price
- US $1.50/g
- Min. Order
- 1g
- Purity
- 99.0% Min
- Supply Ability
- 100 Tons
- Release date
- 2022-09-19
- Product
- 4,6-Dichloro-5-nitropyrimidine 4316-93-2
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customise
- Release date
- 2018-08-09