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2,4-DiChloro-5-fluoropyrimidine

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Name

2,4-DiChloro-5-fluoropyrimidine

EINECS 249-616-3
CAS No. 2927-71-1 Density 1.605 g/cm3
PSA 25.78000 LogP 1.92250
Solubility N/A Melting Point 37-41 °C(lit.)
Formula C4HCl2FN2 Boiling Point 222.8 °C at 760 mmHg
Molecular Weight 166.97 Flash Point 88.6 °C
Transport Information N/A Appearance yellow to orange crystalline solid
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2927-71-1 (2,4-Dichloro-5-fluoropyrimidine) Hazard Symbols IrritantXi
Synonyms

5-Fluoro-2,4-dichloropyrimidine;2,4-Dichloro-5-fluorouracil;

Article Data 43

2,4-DiChloro-5-fluoropyrimidine Synthetic route

4330-22-7

2,4-dimethoxy-5-fluoropyrimidine

2927-71-1

2,4-dichloro-5-fluoropyrimidine

Conditions
ConditionsYield
Stage #1: 5-fluoro-2,4-dimethoxypyrimidine With thionyl chloride In chloroform at 0℃; for 0.5h; UV-irradiation;
Stage #2: With chlorine In chloroform at 20℃; for 12h; Solvent; Wavelength; UV-irradiation;
98%
51-21-8

5-fluoropyrimidine-2,4-diol

2927-71-1

2,4-dichloro-5-fluoropyrimidine

Conditions
ConditionsYield
With trichlorophosphate In N,N-dimethyl-aniline at 100℃; for 13h; Inert atmosphere; Large scale;95%
With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 2h; Neat (no solvent);93%
With dimethyl amine; trichlorophosphate at 95 - 120℃; for 4h;92%
51-21-8

5-fluorouracil

2927-71-1

2,4-dichloro-5-fluoropyrimidine

Conditions
ConditionsYield
With dimethyl amine; trichlorophosphate at 95 - 120℃; for 4h;94%
With phosphorus pentachloride for 4h; Heating;91%
Stage #1: 5-fluorouracil With trichlorophosphate at 95℃; for 3.5h;
Stage #2: With hydrogenchloride In water at 0 - 20℃;
87%
6693-08-9

2,4,6-trichloro-5-fluoropyrimidine

2927-71-1

2,4-dichloro-5-fluoropyrimidine

Conditions
ConditionsYield
With hydrogen; triethylamine; palladium on activated charcoal In ethyl acetate at 30℃; under 2625.2 Torr;87%
74-96-4

ethyl bromide

2927-71-1

2,4-dichloro-5-fluoropyrimidine

Conditions
ConditionsYield
With magnesium In tetrahydrofuran
110-91-8

morpholine

2927-71-1

2,4-dichloro-5-fluoropyrimidine

31646-53-4

4-(2-chloro-5-fluoro-pyrimidin-4-yl)morpholine

Conditions
ConditionsYield
In water at 60 - 70℃; for 2.5h;100%
With N-ethyl-N,N-diisopropylamine In ethanol Reflux; regioselective reaction;95%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Inert atmosphere; Reflux;85%
110-89-4

piperidine

2927-71-1

2,4-dichloro-5-fluoropyrimidine

40423-82-3

2-chloro-5-fluoro-4-piperidin-1-yl-pyrimidine

Conditions
ConditionsYield
In water at 60 - 70℃; for 2.5h;100%
21867-64-1

1-n-propylpiperazine

2927-71-1

2,4-dichloro-5-fluoropyrimidine

2-Chloro-5-fluoro-4-(4-propyl-piperazin-1-yl)-pyrimidine

Conditions
ConditionsYield
In water at 60 - 70℃; for 2.5h;100%
2927-71-1

2,4-dichloro-5-fluoropyrimidine

155-10-2

2-chloro-5-fluoropyrimidin-4-amine

Conditions
ConditionsYield
With ammonium hydroxide at 60 - 70℃; for 2.5h;100%
With ammonia In water Substitution;
With ammonium hydroxide In ethanol at 25 - 35℃; for 3.5h;
956125-05-6

(R)-tert-butyl (1-aminobutan-2-yl)carbamate

2927-71-1

2,4-dichloro-5-fluoropyrimidine

956125-24-9

{(R)-1-[(2-Chloro-5-fluoro-pyrimidin-4-ylamino)-methyl]-propyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0℃; for 3h;100%

2,4-DiChloro-5-fluoropyrimidine Chemical Properties

Molecular Structure of 2,4-DiChloro-5-fluoropyrimidine (CAS No.2927-71-1):

Molecular Formula: C4HCl2FN2
Molecular Weight: 166.9685
IUPAC Name: 2,4-Dichloro-5-fluoropyrimidine
CAS No: 2927-71-1
Melting Point: 37-41 ºC
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 25.78 Å2
Index of Refraction: 1.531
Molar Refractivity: 32.21 cm3
Molar Volume: 103.9 cm3
Surface Tension: 48.4 dyne/cm
Density: 1.605 g/cm3
Flash Point: 88.6 °C
Enthalpy of Vaporization: 44.06 kJ/mol
Boiling Point: 222.8 °C at 760 mmHg
Vapour Pressure: 0.148 mmHg at 25°C
Appearance: Yellow to Orange Crystalline Solid
InChI: InChI=1/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H
InChIKey: WHPFEQUEHBULBW-UHFFFAOYAO
Std. InChI: InChI=1S/C4HCl2FN2/c5-3-2(7)1-8-4(6)9-3/h1H
Std. InChIKey: WHPFEQUEHBULBW-UHFFFAOYSA-N
Product Categories: Pyrimidine Series;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Halides;Pyrazines, Pyrimidines Pyridazines;Pyrimidine;Building Blocks;Fluorinated;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Pyrazines, Pyrimidines Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks

2,4-DiChloro-5-fluoropyrimidine Uses

2,4-Dichloro-5-fluoropyrimidine(2927-71-1) is used as intermediate of antifungal flucytosine.

2,4-DiChloro-5-fluoropyrimidine Production

2,4-Dichloro-5-fluoropyrimidine(2927-71-1) can be produced by chloridizing 5-Fluorouracil.

2,4-DiChloro-5-fluoropyrimidine Safety Profile

Safety Information of 2,4-Dichloro-5-fluoropyrimidine(2927-71-1):
Hazard Codes:IrritantXi
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin  
Safety Statements:26-36-37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing 
37/39:Wear suitable gloves and eye/face protection  
WGK Germany:3
Hazard Note:Irritant

2,4-DiChloro-5-fluoropyrimidine Specification

   2,4-DiChloro-5-fluoropyrimidine (CAS No.2927-71-1), it also can be called Pyrimidine, 2,4-dichloro-5-fluoro- .

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