4,6-Dichloro-5-nitropyrimidine supplier

Name
4,6-Dichloro-5-nitropyrimidine
EINECS 224-340-6
CAS No. 4316-93-2
Article Data19
CAS DataBase
Density 1.737 g/cm³
Solubility
Melting Point 100-103 °C(lit.)
Formula C₄HCl₂N₃O₂
Boiling Point 325.8 °C at 760 mmHg
Molecular Weight 193.977
Flash Point 150.8 °C
Transport Information
Appearance Yellow crystalline solid
Safety 26-36-45-36/37/39-7/9
Risk Codes 36/37/38-23/24/25
Molecular Structure
Hazard Symbols Xi, T
Synonyms NSC 89693;4,6-Dichloro-5-Nitro-Pyrimidine;
PSA 71.60000
LogP 2.21480

Synthetic route

: 2164-83-2
4,6-Dihydroxy-5-nitro-pyrimidine

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 6 - 100℃; for 5h; Temperature; Reagent/catalyst;	97%
With N,N-dimethyl-aniline; trichlorophosphate for 2h; Heating;	82%
With dmap; thionyl chloride; bis(trichloromethyl) carbonate for 14h; Reflux; Green chemistry;	72%

: 1193-24-4
4,6-pyrimidinediol

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

Conditions

Conditions	Yield
With N,N-dimethyl-aniline; trichlorophosphate	58%

: 63447-42-7
5-nitro-1H-pyrimidine-4,6-dione

: 121-69-7
N,N-dimethyl-aniline

A: 4316-93-2
4,6-dichloro-5-nitropyrimidine

B: 54660-13-8
6-chloro-N-methyl-5-nitro-N-phenylpyrimidin-4-amine

Conditions

Conditions	Yield
With trichlorophosphate

...Expand

: 63447-42-7
5-nitro-1H-pyrimidine-4,6-dione

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

Conditions

Conditions	Yield
With N,N-dimethyl-aniline; trichlorophosphate

: 2164-83-2
5-nitro-1H-pyrimidine-4,6-dione

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; trichlorophosphate In toluene Reflux;

: 3137-56-2
6-chloro-5-nitro-pyrimidin-4-ol

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

Conditions

Conditions	Yield
With hydrogenchloride; triethylamine; trichlorophosphate

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 103-49-1
dibenzylamine

: 882272-97-1
N,N-dibenzyl-6-chloro-5-nitropyrimidine-4-amine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 2.5h; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h;	90%
In dichloromethane at 0℃; for 1.5h;	83.06%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 5413-85-4
5-amino-4,6-dichloropyridimine

Conditions

Conditions	Yield
With tin(ll) chloride In ethanol for 1h; Heating;	99%
With tin(ll) chloride In ethanol for 0.333333h; Heating;	91%
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; for 4h;	86%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 6315-89-5
3,4-dimethoxyaniline

: 6-chloro-N-(3,4-dimethoxyphenyl)-5-nitropyrimidin-4-amine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h;	98.2%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 62-53-3
aniline

: 54706-01-3
5-nitro-N4,N6-diphenylpyrimidine-4,6-diamine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	98%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 104-94-9
4-methoxy-aniline

: 6-chloro-N-(4-methoxyphenyl)-5-nitropyrimidin-4-amine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h;	97.6%
With triethylamine In tetrahydrofuran at 0 - 20℃;	75%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In toluene at 25℃; for 3.5h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	52.4%
With triethylamine In isopropyl alcohol Cooling with ice; Inert atmosphere; Reflux;	41%
With triethylamine In isopropyl alcohol Inert atmosphere; Reflux;	41%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 60-34-4
methylhydrazine

: 78555-97-2
N-(6-Chloro-5-nitro-pyrimidin-4-yl)-N-methyl-hydrazine

Conditions

Conditions	Yield
In chloroform for 96h; Ambient temperature;	97%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 555-96-4
Benzylhydrazine

: 4-benzylhydrazino-5-nitro-6-chloropyrimidine

Conditions

Conditions	Yield
In methanol at 20℃; for 0.5h;	97%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 108-95-2
phenol

: 4-chloro-5-nitro-6-phenoxypyrimidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h;	96.5%

: 2033-89-8
3,4-dimethoxyphenol

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 4-chloro-6-(3,4-dimethoxyphenoxy)-5-nitropyrimidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h;	95.4%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: (1R,3R,4S)-3-(((tert-butyl(dimethyl)silyl)oxy)methyl)-4-((triisopropylsilyl)oxy)cyclopentan-1-amine

: N-{(1R,3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-[(triisopropylsilyl)oxy]cyclopentyl}-6-chloro-5-nitropyrimidin-4-amine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h;	94%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 4316-94-3
6-chloro-5-nitropyrimidin-4-amine

Conditions

Conditions	Yield
With ammonium hydroxide; sodium hydrogencarbonate In tetrahydrofuran at 55℃;	93%
With ammonium acetate
With ammonia

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: nitrocyanoacetamide potassium salt

Conditions

Conditions	Yield
With potassium hydroxide In 1,4-dioxane; water for 2h; Heating;	93%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 6-chloro-N-(4-methoxyphenyl)-N-methyl-5-nitropyrimidin-4-amine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In toluene at 25℃; for 3.5h; Inert atmosphere;	92.7%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 111-42-2
2,2'-iminobis[ethanol]

: 88627-15-0
4-chloro-6-bis(β-hydroxyethyl)amino-5-nitropyrimidine

Conditions

Conditions	Yield
In methanol for 1.5h;	92%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 13515-93-0
N-methylglycine methyl ester hydrochloride

: 885501-20-2
methyl N-(6-chloro-5-nitropyrimidin-4-yl)-N-methylglycinate

Conditions

Conditions	Yield
With triethylamine In chloroform at 5℃; for 0.5h;	91%

: 110-85-0
piperazine

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 162329-64-8
C12H10Cl2N8O4

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 2h;	90%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 35535-81-0
sodium 2-chlorophenoxide

: 4-chloro-6-(2-chlorophenoxy)-5-nitropyrimidine

Conditions

Conditions	Yield
In water; acetone at 0 - 20℃; for 12h;	90%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: C4H5N4(15)NO2

Conditions

Conditions	Yield
With ammonium-15N hydrochloride; triethylamine In acetonitrile at 20℃; for 6h; Cooling with ice; Sealed tube;	90%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 91578-89-1
2-((tert-butyldiphenylsilyl)oxy)ethanamine

: N-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-6-chloro-5-nitropyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 1h;	90%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 2835-68-9
4-aminobenzamide

: 4-((6-chloro-5-nitropyrimidin-4-yl) amino)benzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃;	89%
With triethylamine In tetrahydrofuran at 0 - 20℃;	78%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 71922-62-8
[(cyclopropyl)amino]acetic acid ethyl ester

: ethyl-N-(6-chloro-5-nitropyrimidin-4-yl)-N-cyclopropylglycinate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃; for 0.5h;	89%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 89479-61-8
N-cyclopentylglycine ethyl ester

: ethyl-N-(6-chloro-5-nitropyrimidin-4-yl)-N-cyclopentylglycinate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 5 - 20℃; for 0.5h;	89%

: 110-91-8
morpholine

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 54660-14-9
4-(6-chloro-5-nitropyrimidin-4-yl)morpholine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 0.5h;	87%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In toluene at 25℃; for 3.5h; Inert atmosphere;	79.8%
With methanol

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 2164-84-3
4,6-Diamino-5-nitropyrimidine

Conditions

Conditions	Yield
With ammonium hydroxide at 80℃; for 7h; Temperature;	87%
With ethanol; ammonia

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 128823-83-6
methyl 2-amino-5,6-dimethoxybenzoate

: methyl 6-((6-chloro-5-nitropyrimidin-4-yl)amino)-2,3-dimethoxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h;	87%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 591-55-9
pyrimidin-5-amine

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol at 0 - 20℃; for 14.5h;	86%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 106-45-6
para-thiocresol

: 5-nitro-4,6-bis-p-tolylsulfanyl-pyrimidine

Conditions

Conditions	Yield
With lutidine In dimethyl sulfoxide at 20℃; for 5h;	85%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: 13754-38-6
N-Benzoylpiperazine

: [4-(6-Chloro-5-nitro-pyrimidin-4-yl)-piperazin-1-yl]-phenyl-methanone

Conditions

Conditions	Yield
With potassium hydroxide In water for 1h;	84%

: 4316-93-2
4,6-dichloro-5-nitropyrimidine

: (1S,4R)-4-Benzyloxymethyl-cyclobut-2-enylamine; hydrochloride

: ((1R,4S)-4-Benzyloxymethyl-cyclobut-2-enyl)-(6-chloro-5-nitro-pyrimidin-4-yl)-amine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 0.25h;	84%
With triethylamine In dichloromethane at 20℃; Substitution;	84%

4,6-Dichloro-5-nitropyrimidine Chemical Properties

Molecular Structure of Pyrimidine, 4,6-dichloro-5-nitro- (CAS NO.4316-93-2):

IUPAC Name: 4,6-dichloro-5-nitropyrimidine
Empirical Formula: C₄HCl₂N₃O₂
Molecular Weight: 193.98
H bond acceptors: 5
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 71.6 Å²
Index of Refraction: 1.611
Molar Refractivity: 38.77 cm³
Molar Volume: 111.6 cm³
Surface Tension: 69.9 dyne/cm
Density: 1.737 g/cm³
Flash Point: 150.8 °C
Enthalpy of Vaporization: 54.53 kJ/mol
Boiling Point: 325.8 °C at 760 mmHg
Vapour Pressure: 0.000428 mmHg at 25°C
EINECS: 224-340-6
Melting point: 100-103 °C(lit.)
Product Categories: APIs & Intermediate; Pyrimidine; Heterocycles; Pyrimidines; Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; PyrimidinesHeterocyclic Building Blocks
InChI
InChI=1/C4HCl2N3O2/c5-3-2(9(10)11)4(6)8-1-7-3/h1H
Smiles
c1(c(ncnc1Cl)Cl)[N+](=O)[O-]

4,6-Dichloro-5-nitropyrimidine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	28mg/kg (28mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#12158,

4,6-Dichloro-5-nitropyrimidine Safety Profile

Hazard Codes: Irritant Xi, Toxic T
Risk Statements: 36/37/38-23/24/25
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-45-36/37/39-7/9
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S7:Keep container tightly closed.
S9:Keep container in a well-ventilated place.
WGK Germany: 3
RTECS: UV8258000

4,6-Dichloro-5-nitropyrimidine Specification

Pyrimidine, 4,6-dichloro-5-nitro- , with CAS number of 4316-93-2, can be called 4,6-Dichloro-5-nitropyrimidine ; 4,6-Dichlor-5-nitropyrimidin . It is a yellow crystalline solid.

Product Name

4,6-Dichloro-5-nitropyrimidine

Synthetic route

4,6-Dichloro-5-nitropyrimidine Chemical Properties

4,6-Dichloro-5-nitropyrimidine Toxicity Data With Reference

4,6-Dichloro-5-nitropyrimidine Safety Profile

4,6-Dichloro-5-nitropyrimidine Specification

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