2,4-Dichloropyrimidine supplier

Name
2,4-Dichloropyrimidine
EINECS 223-508-6
CAS No. 3934-20-1
Article Data45
CAS DataBase
Density 1.493 g/cm³
Solubility Soluble in water (partly), methanol, chloroform, and ethyl acetate.
Melting Point 57-61 °C(lit.)
Formula C₄H₂Cl₂N₂
Boiling Point 209.1 °C at 760 mmHg
Molecular Weight 148.979
Flash Point 104.3 °C
Transport Information UN 1759
Appearance White solid
Safety 26-36-28A
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,6-Dichloropyrimidine;Pyrimidine, 2,4-dichloro-;
PSA 25.78000
LogP 1.78340

Synthetic route

: 66-22-8
uracil

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
With trichlorophosphate at 105℃;	98%
With phosgene; Triphenylphosphine oxide In nitrobenzene at -5 - 105℃; for 0.666667h; Inert atmosphere;	90%
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 0 - 95℃; for 3h; Sealed tube;	82%

: 66-22-8
2,4-dihydroxypyrimidine

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
With dmap; thionyl chloride; bis(trichloromethyl) carbonate at 65 - 70℃;	95%
With dmap; thionyl chloride; bis(trichloromethyl) carbonate for 9.5h; Reflux; Green chemistry;	95%
With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 2h; Neat (no solvent);	91%
With trichlorophosphate
With thionyl chloride at 20℃;

: 49844-90-8
4-Chloro-2-methylthiopyrimidine

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 24h;	60%

: 141-90-2
4-hydroxy-2-mercaptopyrimidine

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
With phosphorus pentachloride

: 15493-07-9
dichlorotriphenoxyphosphorane

: 66-22-8
uracil

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
at 200℃;

: 3764-01-0
2,4,6-trichloropyrimidine

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
With ammonium chloride; zinc In water; acetone

: 141-90-2
2-thiouracil

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 3934-20-1
2,6-Dichloropyrimidine

: 66-22-8
uracil

phosphorus oxychloride: phosphorus oxychloride

: 3934-20-1
2,6-Dichloropyrimidine

Conditions

Conditions	Yield
at 140℃;

: 1336-21-6
ammonium hydroxide

: 166752-02-9
4,6-dichloro-5-methoxy-2-(2-naphthylmethylthio)-pyrimidine

A: 3934-20-1
2,6-Dichloropyrimidine

B: 4-amino-5-methoxy-6-chloro-2-(2-naphthylmethylthio)-pyrimidine

Conditions

Conditions	Yield
In acetonitrile
In acetonitrile

...Expand

: 138918-23-7
4,6-dihydroxy-5-benzylthiopyrimidine

A: 3934-20-1
2,6-Dichloropyrimidine

B: 138918-24-8
4,6-dichloro-5-benzylthiopyrimidine

Conditions

Conditions	Yield
With trichlorophosphate In chloroform
With trichlorophosphate In chloroform

: 3724-43-4, 149409-22-3
Vilsmeier reagent

: 109-77-3
malononitrile

A: 3934-20-1
2,6-Dichloropyrimidine

B 1-(dimethylamine)-2,2-dicyanoethylene: 16849-88-0
1-(dimethylamine)-2,2-dicyanoethylene

Conditions

Conditions	Yield
Stage #1: Vilsmeier reagent; malononitrile at -10℃; Stage #2: With sodium hydroxide In water pH=3; Cooling with ice;

...Expand

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 66-22-8
uracil

A: 3934-20-1
2,6-Dichloropyrimidine

B: 871254-61-4
2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at -5 - 5℃; for 0.5h; Stage #2: uracil at 5℃; for 2h; Temperature;

...Expand

: 3934-20-1
2,6-Dichloropyrimidine

: 940875-66-1
1-(2-hydroxy-3-methyl-5-fluorobenzyl)-3-(3-t-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea

: 940871-30-7
1-(2-(2-chloropyrimidin-4-yloxy)-3-methyl-5-fluorobenzyl)-3-(3-t-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone at 0 - 20℃; for 24h;	100%
With sodium hydroxide In water; acetone at 20℃;

: 3934-20-1
2,6-Dichloropyrimidine

: 5188-07-8
sodium thiomethoxide

: 5909-26-2
2,4-Bis(methylthio)pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran at 80℃; for 4h;	100%

: 3934-20-1
2,6-Dichloropyrimidine

: 1-isopropyl-2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)-1H-benzo[d]imidazole

: 6-(2-chloropyrimidin-4-yl)-1-isopropyl-2-methoxy-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 80℃; for 2.5h; Inert atmosphere;	100%

: 3934-20-1
2,6-Dichloropyrimidine

: 1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

: 6-(2-chloropyrimidin-4-yl)-1-isopropyl-2-methyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 80℃; for 2.5h; Inert atmosphere;	100%

: 3934-20-1
2,6-Dichloropyrimidine

: 4-tert-butoxy-1-isopropyl-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

: 6-(2-chloropyrimidin-4-yl)-4-tert-butoxy-1-isopropyl-2-methyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 80℃; for 2h; Inert atmosphere;	100%

: 3934-20-1
2,6-Dichloropyrimidine

: 1-isopropyl-2-(methyl-d3)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

: 6-(2-chloropyrimidin-4-yl)-1-isopropyl-2-(methyl-d3)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 80℃; for 2.5h; Inert atmosphere;	100%

: 3934-20-1
2,6-Dichloropyrimidine

: 2-methyl-1-(propyl-2-yl-1,1,1,3,3,3-d6)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

: 6-(2-chloropyrimidin-4-yl)-2-methyl-1-(propyl-2-yl-1,1,1,3,3,3-d6)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 80℃; for 2.5h; Inert atmosphere;	100%

: 3934-20-1
2,6-Dichloropyrimidine

: 6-bromo-2-(difluoromethyl)-4-fluoro-1-(propan-2-yl)-1H-benzimidazole

: 6-(2-chloropyrimidin-4-yl)-2-(difluoromethyl)-4-fluoro-1-isopropyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
Stage #1: 6-bromo-2-(difluoromethyl)-4-fluoro-1-isopropyl-1H-benzo[d]imidazole With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; bis(pinacol)diborane In 1,4-dioxane at 100℃; Inert atmosphere; Stage #2: 2,6-Dichloropyrimidine With potassium carbonate In 1,4-dioxane; water at 80℃; for 2h; Inert atmosphere;	99.5%

: 3934-20-1
2,6-Dichloropyrimidine

: 1043869-98-2
(5-fluoro-2-methoxypyridin-4-yl)boronic acid

: 1453853-02-5
2-chloro-4-(5-fluoro-2-methoxypyridin-4-yl)pyrimidine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 80℃; Suzuki Coupling; Inert atmosphere;	99%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 80℃; Inert atmosphere;	99%

: 3934-20-1
2,6-Dichloropyrimidine

: 1262759-24-9
tert-butyl 3,5-dimethyl-2-oxoindoline-1-carboxylate

: tert-butyl 3-(2-chloropyrimidin-4-yl)-3,5-dimethyl-2-oxoindoline-1-carboxylate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran at 50℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;	99%

: 3934-20-1
2,6-Dichloropyrimidine

: 124-41-4
sodium methylate

: 22536-63-6
2-chloro-4-methoxypyrimidine

Conditions

Conditions	Yield
In methanol at 0 - 20℃;	98%
In methanol at 20℃;	97%
In methanol at 0℃; for 2h;	82%

: 110-91-8
morpholine

: 3934-20-1
2,6-Dichloropyrimidine

: 62968-37-0
4-(2-chloro-pyrimidin-4-yl)-morpholine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 55℃; for 2h;	98%
With triethylamine In ethanol at 0℃; for 3h;	90%
at 50℃; for 12h;	88%

: 3934-20-1
2,6-Dichloropyrimidine

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 221050-88-0
4-(2-chloropyrimidin-4-yl)piperazine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 19h;	98%
With triethylamine In N,N-dimethyl-formamide at 20℃;	95%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 4h; Product distribution / selectivity;	90%

: 3934-20-1
2,6-Dichloropyrimidine

: 29043-48-9
5-amino-2-methylbenzimidazole

: 191728-95-7
N-(2-chloropyrimidin-4-yl)-2-methyl-1H-benzo[d]imidazol-5-amine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; ethanol Reflux; Inert atmosphere;	98%

: 110-91-8
morpholine

: 3934-20-1
2,6-Dichloropyrimidine

: 24192-96-9
4-(4-chloro-pyrimidine-2-yl)-morpholine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃; for 48h;	98%
With triethylamine In dichloromethane at 0 - 20℃; for 4h;	53%
With triethylamine In ethanol at 0 - 20℃;

: 3934-20-1
2,6-Dichloropyrimidine

: 1292317-54-4
2-((tetrahydro-2H-pyran-4-yl)oxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

: 1292317-55-5
5-(2-chloropyrimidin-4-yl)-2-(tetrahydro-2H-pyran-4-yloxy)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; for 16h;	98%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h;	44%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; acetonitrile for 20h; Reflux;	41%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; acetonitrile at 90℃; for 16h; Product distribution / selectivity;	41%

: 3934-20-1
2,6-Dichloropyrimidine

: 1307859-67-1
((3-(dibenzo[b,d]thiophen-4-yl)phenyl)boronic acid)

: 1383628-98-5
C22H13ClN2S

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 12h;	98%

: 3934-20-1
2,6-Dichloropyrimidine

: 4-chloro-1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

: 2-chloro-4-(4-chloro-1N-methylindol-3-yl)pyrimidine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water at 80℃; for 4h; Inert atmosphere;	98%

: 3934-20-1
2,6-Dichloropyrimidine

: 2-(1,N-(methoxymethyl)-5-methyl-2-oxopyrid-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 2-chloro-4-(1,N-(methoxymethyl)-5-methyl-2-oxopyrid-3-yl)pyrimidine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 100℃; for 3h; Inert atmosphere;	98%

: 3934-20-1
2,6-Dichloropyrimidine

: tert-butyl 5-chloro-3-methyl-2-oxoindoline-1-carboxylate

: tert-butyl 5-chloro-3-(2-chloropyrimidin-4-yl)-3-methyl-2-oxoindoline-1-carboxylate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran at 50℃; for 18h; Schlenk technique; Inert atmosphere; regioselective reaction;	98%

: 3934-20-1
2,6-Dichloropyrimidine

: 5720-07-0
4-methoxyphenylboronic acid

: 75634-04-7
2-chloro-4-(4-methoxyphenyl)pyrimidine

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; acetonitrile at 90℃; for 16h;	97%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water; N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere;	87%
Stage #1: 2,6-Dichloropyrimidine; 4-methoxyphenylboronic acid With sodium carbonate In water for 0.25h; Suzuki-Miyaura Coupling; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In water Suzuki-Miyaura Coupling; Inert atmosphere;	80%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 55℃; for 12h; Suzuki coupling; Inert atmosphere; regioselective reaction;

: 3934-20-1
2,6-Dichloropyrimidine

: 19335-11-6
1H-indazol-5-ylamine

: 1071105-22-0
N-(2-chloropyrimidin-4-yl)-1H-indazol-5-amine

Conditions

Conditions	Yield
With triethylamine In ethanol Reflux;	97%
With triethylamine In ethanol Temperature; Reflux;	97%
With triethylamine In ethanol for 5h; Heating / reflux;	80%

: 3934-20-1
2,6-Dichloropyrimidine

: 6302-65-4
methyl 4-mercaptobenzoate

: 1042129-33-8
methyl 4-(2-chloropyrimidin-4-ylthio)benzoate

Conditions

Conditions	Yield
Stage #1: methyl 4-mercaptobenzoate With sodium hydroxide In methanol; water at 20℃; for 1h; Stage #2: 2,6-Dichloropyrimidine In methanol; water at 20℃; for 16.0833h;	97%

: 15344-56-6
2-(benzo[d]oxazol-2-yl)acetonitrile

: 3934-20-1
2,6-Dichloropyrimidine

: 1,3-benzoxazol-2(3H)-ylidene(2-chloro-pyrimidin-4-yl)acetonitrile

Conditions

Conditions	Yield
Stage #1: 2-(benzo[d]oxazol-2-yl)acetonitrile With sodium hydride In tetrahydrofuran at 0℃; for 1h; Stage #2: 2,6-Dichloropyrimidine In tetrahydrofuran at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water at 4℃; for 3h;	97%

: 3934-20-1
2,6-Dichloropyrimidine

: 97674-02-7
tributyl(1-ethoxyvinyl)stannane

: 932738-81-3
2-chloro-4-(1-ethoxyvinyl)pyrimidine

Conditions

Conditions	Yield
Stage #1: 2,6-Dichloropyrimidine; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 25 - 80℃; for 2h; Inert atmosphere; Stage #2: With potassium fluoride In ethyl acetate; N,N-dimethyl-formamide at 20℃; for 2h;	97%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride In N,N-dimethyl-formamide at 85℃; for 4h; Inert atmosphere;	80%
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; Stille coupling;	79%
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 8h;
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 20 - 100℃; for 2h; Inert atmosphere;

: 3934-20-1
2,6-Dichloropyrimidine

: 214360-60-8
N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

: 945756-13-8
N-(4-(2-chloropyrimidin-4-yl)phenyl)acetamide

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile Reflux; Inert atmosphere;	97%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 90℃;

: 3934-20-1
2,6-Dichloropyrimidine

: 60548-22-3
3-[(7-chloroquinolin-4-yl)amino]propan-1-ol

: 1526936-66-2
4-chloro-2-[(7-chloroquinolin-4-ylamino)propoxy]pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 25℃; for 48h;	97%

: 3934-20-1
2,6-Dichloropyrimidine

: 2516-33-8
Cyclopropylmethanol

: 2-chloro-4-(cyclopropylmethoxy)pyrimidine

Conditions

Conditions	Yield
Stage #1: Cyclopropylmethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.0833333h; Stage #2: 2,6-Dichloropyrimidine In tetrahydrofuran; mineral oil at 20℃;	97%

: 78242-20-3
1-methyl-1H-pyrazol-4-ol

: 3934-20-1
2,6-Dichloropyrimidine

: 2-chloro-4-((1-methyl-1H-pyrazol-4-yl)oxy)pyrimidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 40℃;	97%

2,4-Dichloropyrimidine Chemical Properties

Structure of 2,4-Dichloropyrimidine (CAS NO.3934-20-1):

IUPAC Name: 2,4-dichloropyrimidine
Empirical Formula: C₄H₂Cl₂N₂
Molecular Weight: 148.9781
EINECS: 223-508-6
Index of Refraction: 1.559
Molar Refractivity: 32.22 cm³
Molar Volume: 99.7 cm³Polarizability: 12.77×10^-24cm³
Surface Tension: 51.5 dyne/cm
Density: 1.493 g/cm³
Flash Point: 104.3 °C
Enthalpy of Vaporization: 42.72 kJ/mol
Melting Point: 57-61 °C(lit.)
Boiling Point: 209.1 °C at 760 mmHg
Vapour Pressure: 0.298 mmHg at 25°C
Physical Appearance: White Solid
Product Categories: PYRIMIDINE;Pyrimidine Series;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyrazines, Pyrimidines & Pyridazines;Heterocyclic Compounds;Building Blocks;Aromatics Compounds;Pyrimidines;Aromatics;Heterocycles;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrimidinesHeterocyclic Building Blocks

2,4-Dichloropyrimidine Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-28
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
R36:Irritating to eyes.
R28:Very toxic if swallowed.
RIDADR: 1759
WGK Germany: 3
HazardClass: 8
PackingGroup: III

2,4-Dichloropyrimidine Specification

2,4-Dichloropyrimidine , its cas register number is 3934-20-1. It also can be called 2,6-Dichloropyrimidine ; Pyrimidine, 2,4-dichloro- .

Product Name

2,4-Dichloropyrimidine

Synthetic route

2,4-Dichloropyrimidine Chemical Properties

2,4-Dichloropyrimidine Safety Profile

2,4-Dichloropyrimidine Specification

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