2,3-Dichloropyrazine supplier

Name
2,3-Dichloropyrazine
EINECS 225-460-1
CAS No. 4858-85-9
Article Data17
CAS DataBase
Density 1.493 g/cm³
Solubility
Melting Point 22.5-24.5 °C
Formula C₄H₂Cl₂N₂
Boiling Point 190.6 °C at 760 mmHg
Molecular Weight 148.979
Flash Point 86.1 °C
Transport Information
Appearance clear colorless to light yellow liquid
Safety 36/37/39-26-36
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Pyrazine,2,3-dichloro-;
PSA 25.78000
LogP 1.78340

Synthetic route

: 14508-49-7
2-chloropyrazin

: 4858-85-9
2,3-dichloropyrazine

Conditions

Conditions	Yield
Stage #1: 2-chloropyrazin With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: With hexachloroethane In tetrahydrofuran; hexane at -78℃; for 1h;	90%
With sulfuryl dichloride In N,N-dimethyl-formamide	81%

: 931-18-0
2,3-dihydroxypirazine

: 4858-85-9
2,3-dichloropyrazine

Conditions

Conditions	Yield
With trichlorophosphate	84%

: 6863-76-9
3-chloropyrazine 1-oxide

A: 19745-07-4
2,5-dichloropyrazine

B: 4858-85-9
2,3-dichloropyrazine

C: 4774-14-5
2,6-dichloropyrazine

Conditions

Conditions	Yield
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given;
With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given;

...Expand

: 2423-84-9
Pyrazin-N.N'-dioxyd

A: 4858-85-9
2,3-dichloropyrazine

B: 4774-14-5
2,6-dichloropyrazine

Conditions

Conditions	Yield
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 6863-76-9
3-chloropyrazine 1-oxide

A: 14508-49-7
2-chloropyrazin

B: 19745-07-4
2,5-dichloropyrazine

C: 4858-85-9
2,3-dichloropyrazine

D: 4774-14-5
2,6-dichloropyrazine

Conditions

Conditions	Yield
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 16025-16-4
2-chloropyrazine 1-oxide

A: 14508-49-7
2-chloropyrazin

B: 4858-85-9
2,3-dichloropyrazine

C: 4774-14-5
2,6-dichloropyrazine

Conditions

Conditions	Yield
With trichlorophosphate for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 14508-49-7
2-chloropyrazin

A: 4858-85-9
2,3-dichloropyrazine

B 2,6-dichloro-pyrazine and 2,5-dichloro-pyrazine: 2,6-dichloro-pyrazine and 2,5-dichloro-pyrazine

Conditions

Conditions	Yield
With chlorine at 475℃;

: 290-37-9
1,4-pyrazine

: 7732-18-5
water

: 7782-50-5
chlorine

A: 14508-49-7
2-chloropyrazin

B: 19745-07-4
2,5-dichloropyrazine

C: 4858-85-9
2,3-dichloropyrazine

D: 4774-14-5
2,6-dichloropyrazine

Conditions

Conditions	Yield
at 350℃; Product distribution;

...Expand

: 290-37-9
1,4-pyrazine

A: 4858-85-9
2,3-dichloropyrazine

B chloropyrazine, 2,6-dichloro-pyrazine, 2,5-dichloro-pyrazine: chloropyrazine, 2,6-dichloro-pyrazine, 2,5-dichloro-pyrazine

Conditions

Conditions	Yield
With water; chlorine at 350℃;
With water; chlorine at 400 - 500℃;
With water; chlorine at 400 - 500℃;

: 6863-76-9
3-chloropyrazine 1-oxide

: 4858-85-9
2,3-dichloropyrazine

Conditions

Conditions	Yield
With trichlorophosphate at 60℃; for 1h; Heating / reflux;

: 4858-85-9
2,3-dichloropyrazine

: 6863-73-6
3-chloropyrazin-2-amine

Conditions

Conditions	Yield
With ammonia In water at 100℃; for 18h; sealed tube;	100%
With ammonium hydroxide In water at 100℃; for 24h;	90%
With ammonium hydroxide In tetrahydrofuran at 100℃; for 18h;	90%

: 4858-85-9
2,3-dichloropyrazine

: 313657-75-9
(3R)-3-Methyl-1-Tritylpiperazine

: 531503-76-1
(R)-1-(3-chloro-2-pyrazinyl)-2-methyl-4-tritylpiperazine

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 127 - 133℃; for 41.5h;	100%
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; for 20h;	70.8%

: 4858-85-9
2,3-dichloropyrazine

: 63286-28-2
2-chloro-3-hydrazinopyrazine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine With hydrazine hydrate In ethanol for 6h; Reflux; Stage #2: With hydrazine hydrate In ethanol for 1h; Reflux;	100%
With hydrazine hydrate In ethanol; water Reflux;	96%
With hydrazine In ethanol at 80℃; for 1h;	93%

: 4858-85-9
2,3-dichloropyrazine

: 1758-46-9
2-phenoxyethanamine

: 313654-73-8
2-Chloro-3-(2-phenoxyethylamino)pyrazine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 180℃; for 0.333333h; microwave irradiation;	100%
With potassium carbonate In hexane; ethyl acetate; acetonitrile	2.36 g (49%)

: 4858-85-9
2,3-dichloropyrazine

: 20781-20-8
2,4-Dimethoxybenzylamine

: 1190969-75-5
3-chloro-N-[(2,4-dimethoxyphenyl)methyl]pyrazin-2-amine

Conditions

Conditions	Yield
	100%
at 20℃; for 16h;

: 4858-85-9
2,3-dichloropyrazine

: 87100-28-5
pinacol benzylboronate

: 57693-15-9
2-benzyl-3-chloropyrazine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile at 150℃; for 0.166667h; Inert atmosphere; Microwave irradiation;	100%

: 4858-85-9
2,3-dichloropyrazine

: 106-48-9
4-chloro-phenol

: C9H5Cl2N3O

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 15h;	100%

: 4858-85-9
2,3-dichloropyrazine

: 106-48-9
4-chloro-phenol

: 2-chloro-3-(4-chlorophenoxy)pyrazine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 15h;	100%

: 4858-85-9
2,3-dichloropyrazine

: 865-47-4
potassium tert-butylate

: 2-(tert-butoxy)-3-chloropyrazine

Conditions

Conditions	Yield
In tetrahydrofuran for 1h; Inert atmosphere; Cooling with ice;	100%

: 4858-85-9
2,3-dichloropyrazine

: 17933-03-8
m-tolylboronic acid

: 2,3-di-m-tolylpyrazine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine; m-tolylboronic acid With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 95℃; for 0.166667h; Suzuki Coupling; Inert atmosphere; Stage #2: With potassium fluoride dihydrate In water; toluene at 95℃; Suzuki Coupling; Inert atmosphere;	99%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile for 3.66667h;	80%

: 4858-85-9
2,3-dichloropyrazine

: 126229-04-7
ditetrazolo<1,5-a:5',1'c>pyrazine

Conditions

Conditions	Yield
With sodium azide In dimethyl sulfoxide at 20℃; for 48h;	98%

: 4858-85-9
2,3-dichloropyrazine

: 78-82-0
Isobutyronitrile

: 2-(3-chloropyrazin-2-yl)-2-methylpropanenitrile

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine With lithium hexamethyldisilazane In toluene Stage #2: Isobutyronitrile In toluene at 20℃; for 24h;	98%

: 4858-85-9
2,3-dichloropyrazine

: 109-74-0
propyl cyanide

: 914360-89-7
2-(3-chloropyrazin-2-yl)butanenitrile

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine With lithium hexamethyldisilazane In toluene Stage #2: propyl cyanide In toluene at 20℃; for 24h;	98%

: 4858-85-9
2,3-dichloropyrazine

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 2,3-bis(4-(trifluoromethyl)phenyl)pyrazine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine; 4-trifluoromethylphenylboronic acid With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 95℃; for 0.166667h; Suzuki Coupling; Inert atmosphere; Stage #2: With potassium fluoride dihydrate In water; toluene at 95℃; Suzuki Coupling; Inert atmosphere;	98%

: 4858-85-9
2,3-dichloropyrazine

: 98-80-6
phenylboronic acid

: 1588-89-2
2,3-diphenylpyrazine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine; phenylboronic acid With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 95℃; for 0.166667h; Suzuki Coupling; Inert atmosphere; Stage #2: With potassium fluoride dihydrate In water; toluene at 95℃; Suzuki Coupling; Inert atmosphere;	97%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; acetonitrile Suzuki coupling;	74%

: 4858-85-9
2,3-dichloropyrazine

: 5720-05-8
4-methylphenylboronic acid

: 92405-82-8
2,3-bis(p-methylphenyl)pyrazine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine; 4-methylphenylboronic acid With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 95℃; for 0.166667h; Suzuki Coupling; Inert atmosphere; Stage #2: With potassium fluoride dihydrate In water; toluene at 95℃; Suzuki Coupling; Inert atmosphere;	97%

: 4858-85-9
2,3-dichloropyrazine

: 389890-43-1
tert-butyl (1,3-cis)-N-(3-hydroxycyclobutyl)carbamate

: 1349184-47-9
tert-butyl ((1S,3S)-3-((3-chloropyrazin-2-yl)oxy)cyclobutyl)carbamate

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 80℃;	96.6%

: 4858-85-9
2,3-dichloropyrazine

: 107-03-9
1-thiopropane

: 685872-18-8
2-chloro-3-(propylthio)pyrazine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 2h;	96%

: 4858-85-9
2,3-dichloropyrazine

: 495-40-9
butyrophenone

: 914360-74-0
2-(3-chloropyrazin-2-yl)-1-phenylbutan-1-one

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine With lithium hexamethyldisilazane In toluene Stage #2: propiophenone In toluene at 60℃; for 24h;	96%

: 4858-85-9
2,3-dichloropyrazine

: 63-74-1
sulfanilamide

: 14423-79-1
4-amino-N-(3-chloro-pyrazin-2-yl)-benzenesulfonamide

Conditions

Conditions	Yield
With potassium carbonate In N-methyl-acetamide; water; toluene	95%
With potassium carbonate

: 4858-85-9
2,3-dichloropyrazine

: 75-05-8
acetonitrile

: (3-chloropyrazin-2-yl)acetonitrile

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine With lithium hexamethyldisilazane In toluene Stage #2: acetonitrile In toluene at 20℃; for 24h;	95%

: 4858-85-9
2,3-dichloropyrazine

: 6295-87-0
N-aminopyridin-1-ium iodide

: N-(3'-chloropyrazin-2'-yl)pyridinium aminide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 20h; Heating;	95%

: 4858-85-9
2,3-dichloropyrazine

: 124443-68-1
1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

: 1227068-50-9
1-tert-butyl 4-methyl 4-(3-chloropyrazin-2-yl)piperidine-1,4-dicarboxylate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	95%

: 4858-85-9
2,3-dichloropyrazine

: 137-07-5
2-amino-benzenethiol

: 37693-82-6
10H-benzo[b]pyrazino[2,3-e][1,4]thiazine

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide for 4h; Heating;	94%
With sodium carbonate In 1,2-dichloro-benzene Heating;

: 1122-58-3
dmap

: 4858-85-9
2,3-dichloropyrazine

: 1,1'-bis[4-(dimethylamino)(pyrazine-2,3-diyl)pyridinium]dichloride

Conditions

Conditions	Yield
In 1,2-dichloro-benzene at 140℃; for 1h;	94%

: 4858-85-9
2,3-dichloropyrazine

: 157023-34-2
4-aminomethyl-piperidine-1-carboxylic acid benzyl ester

: 455265-59-5
benzyl 4-{[(3-chloropyrazin-2-yl)amino]methyl}piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol for 72h; Heating;	94%

: 4858-85-9
2,3-dichloropyrazine

: 1765-93-1
4-fluoroboronic acid

: 909567-96-0
2,3-bis(4-fluorophenyl)pyrazine

Conditions

Conditions	Yield
Stage #1: 2,3-dichloropyrazine; 4-fluoroboronic acid With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 95℃; for 0.166667h; Suzuki Coupling; Inert atmosphere; Stage #2: With potassium fluoride dihydrate In water; toluene at 95℃; Suzuki Coupling; Inert atmosphere;	94%

: 505-23-7
1,3 dithiane

: 4858-85-9
2,3-dichloropyrazine

: 74-88-4
methyl iodide

: 1131041-56-9
2-chloro-3-(2-methyl-1,3-dithian-2-yl)pyrazine

Conditions

Conditions	Yield
Stage #1: 1,3 dithiane With n-butyllithium In tetrahydrofuran at -20℃; for 1h; Stage #2: methyl iodide In tetrahydrofuran at -50 - 20℃; Stage #3: 2,3-dichloropyrazine With n-butyllithium In tetrahydrofuran at -50 - 20℃;	93%

...Expand

: 4858-85-9
2,3-dichloropyrazine

: 122-39-4
diphenylamine

: 1202362-87-5
5-phenyl-5H-pyrazino[2,3-b]indole

Conditions

Conditions	Yield
With palladium diacetate; sodium t-butanolate; tricyclohexylphosphine In toluene at 105℃; for 18h; Inert atmosphere; regioselective reaction;	93%

: 4858-85-9
2,3-dichloropyrazine

: 74-89-5
methylamine

: 3-chloro-N-methylpyrazin-2-amine

Conditions

Conditions	Yield
In ethanol at 80℃; for 0.5h; Inert atmosphere; Sealed tube;	93%
In tetrahydrofuran; dichloromethane	43.6%
In tetrahydrofuran at 20℃; for 24h;	43.6%

2,3-Dichloropyrazine Chemical Properties

Molecular structure of 2,3-Dichloropyrazine (CAS NO.4858-85-9) is:

Product Name: 2,3-Dichloropyrazine
CAS Registry Number: 4858-85-9
IUPAC Name: 2,3-dichloropyrazine
Molecular Weight: 148.97808 [g/mol]
Molecular Formula: C₄H₂Cl₂N₂
XLogP3-AA: 1.7
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 225-460-1
Melting point: 22.5-24.5 °C
Surface Tension: 51.5 dyne/cm
Density: 1.493 g/cm³
Flash Point: 86.1 °C
Enthalpy of Vaporization: 40.93 kJ/mol
Boiling Point: 190.6 °C at 760 mmHg
Vapour Pressure: 0.745 mmHg at 25°C
Product Categories: Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Piperazine series;API intermediates;Pyrazines;Chloropyrazines, etc.;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PyrazinesHeterocyclic Building Blocks

2,3-Dichloropyrazine Uses

2,3-Dichloropyrazine (CAS NO.4858-85-9) is used for pharmaceutical intermediates.

2,3-Dichloropyrazine Safety Profile

Safty information about 2,3-Dichloropyrazine (CAS NO.4858-85-9) is:
Hazard Codes: Harmful Xn,Xi
Risk Statements: 36/37/38-20/21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37/39-26-36
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
Hazard Note: Irritant
HazardClass: IRRITANT

2,3-Dichloropyrazine Specification

2,3-Dichloropyrazine (CAS NO.4858-85-9) is a clear colorless to light yellow liquid.

Product Name

2,3-Dichloropyrazine

Synthetic route

2,3-Dichloropyrazine Chemical Properties

2,3-Dichloropyrazine Uses

2,3-Dichloropyrazine Safety Profile

2,3-Dichloropyrazine Specification

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