5,6-Dichloro-2,3-dicyanopyrazine supplier

Name
5,6-Dichloro-2,3-dicyanopyrazine
EINECS
CAS No. 56413-95-7
Article Data6
CAS DataBase
Density 1.68 g/cm³
Solubility
Melting Point 183ºC
Formula C₆Cl₂N₄
Boiling Point 324.1 °C at 760 mmHg
Molecular Weight 198.999
Flash Point 149.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5,6-dichloropyrazine-2,3-dicarbonitrile;
PSA 73.36000
LogP 1.52676

Synthetic route

: 36023-64-0
1,4,5,6-tetrahydro-5,6-dioxo-2,3-pyrazinedicarbonitrile

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In 1,4-dioxane at 100℃; for 5h;	90%
With thionyl chloride In N,N-dimethyl-formamide at 62℃; for 3.5h; Inert atmosphere;	70%
With thionyl chloride at 60℃; dioxane, 1 h; dioxane/DMF, 1.5 h;	55%
With thionyl chloride

: 79-37-8
oxalyl dichloride

: 1187-12-8
1,1-diamino-2,2-dicyanoethylene

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
Stage #1: oxalyl dichloride; 1,1-diamino-2,2-dicyanoethylene Stage #2: With thionyl chloride	45%

: 62-53-3
aniline

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 2-anilino-3-chloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere;	99.2%
In tetrahydrofuran Ambient temperature;	98%
In tetrahydrofuran

: 111-95-5
Bis-(2-methoxyethyl)amine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5,6-bis(bis(2-methoxyethyl)amino)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In tetrahydrofuran for 5h; Reflux;	99%

: 106-49-0
p-toluidine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 2-(4'-methylphenyl)amino-3-chloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	98%
In tetrahydrofuran

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 534-85-0
N-phenyl-1,2-benzenediamine

: 5-phenyl-5,10-dihydropyrazino-[2,3-b]quinoxaline-2,3-dicarbonitrile

Conditions

Conditions	Yield
In 1,4-dioxane Reflux;	97%
With sodium carbonate

: 2,6-bis(methylpropargyl)-p-cresol

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5,6-Bis(4-methyl-2,6-bis((prop-2-yn-1-yloxy)methyl)phenoxy) pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
Stage #1: 2,6-bis(methylpropargyl)-p-cresol With potassium carbonate In acetonitrile at 25℃; for 0.166667h; Inert atmosphere; Stage #2: 2,3-dichloro-5,6-dicyanopyrazine In acetonitrile at 25℃; Inert atmosphere;	97%
With potassium carbonate In acetonitrile at 20℃;

: 1119-48-8
4-(methylamino)butyric acid

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 1328928-91-1
4-((3-chloro-5,6-dicyanopyrazin-2-yl)(methyl)amino)butanoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 72h;	96%
In tetrahydrofuran at 20℃; for 72h;	96%

: 1125-99-1
1-(1-Cyclohexen-1-yl)pyrrolidine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 2-<2'-(azacyclopent-1''-yl)-1'-cyclohexen-1'-yl>-3-chloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
In benzene for 0.1h; Ambient temperature;	95%

: 56278-50-3
2-cyanomethylbenzothiazole

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5-(benzothiazol-2-yl-cyano-methyl)-6-chloro-pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 30 - 40℃; for 12h; Substitution;	95%
In N,N-dimethyl-formamide at 40℃; for 3h;

: 56278-50-3
2-cyanomethylbenzothiazole

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5-[benzo[d]thiazol-2-yl(cyano)methyl]-6-chloropyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 30 - 40℃;	95%
With triethylamine In N,N-dimethyl-formamide at 45℃; for 4h; Inert atmosphere;	90%

: 622-26-4
4-(2-Hydroxyethyl)piperidine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5-chloro-6-(4-(2-hydroxyethyl)piperidin-1-yl)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 1h; Cooling with ice;	95%
In tetrahydrofuran at 0℃;	95%

: 107-11-9
1-amino-2-propene

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 56413-97-9
5-allylamino-6-chloropyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In benzene at 20℃;	94%

: 118-72-9
2,6-dimethylbenzene-1-thiol

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 1569939-28-1
5,6-bis(2,6-dimethylphenylsulfanyl)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
With pyridine In acetone at 20℃; for 0.5h;	94%

: 41775-76-2
1,4,7-trioxa-10-azacyclododecane

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
Stage #1: 1,4,7-trioxa-10-azacyclododecane; 2,3-dichloro-5,6-dicyanopyrazine In tetrahydrofuran for 0.0833333h; Cooling with ice; Stage #2: With potassium carbonate In tetrahydrofuran at 20℃; for 2h;	94%

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 56413-96-8
2-amino-3-chloro-5,6-dicyanopyrazine

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran Ambient temperature;	93%
With ammonia In N,N-dimethyl-formamide at -10℃; for 0.25h;	61%
With ammonia In tetrahydrofuran at -15℃;

: 75-66-1
2-methylpropan-2-thiol

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 927874-88-2
5,6-bis((tert-butyl)sulfanyl)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 20℃; for 0.25h;	93%
With sodium hydroxide In tetrahydrofuran; water at 20℃;

: C16H12FN3

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: C22H11ClFN7

Conditions

Conditions	Yield
at 45℃; for 5h;	93%

: 109-89-7
diethylamine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 65281-95-0
5-chloro-6-(diethylamino)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In tetrahydrofuran at -12℃; for 0.333333h;	93%

: 2,6-bis((allyloxy)methyl)-4-methylphenol

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5,6-bis(2,6-bis((allyloxy)methyl)-4-methylphenoxy)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
Stage #1: 2,6-bis((allyloxy)methyl)-4-methylphenol With potassium carbonate In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 2,3-dichloro-5,6-dicyanopyrazine In acetone at 20℃; Inert atmosphere;	93%

: 555-16-8
4-nitrobenzaldehdye

: 536-74-3
phenylacetylene

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: C21H11N7O2

Conditions

Conditions	Yield
With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; hydrazine In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere;	92%

...Expand

: 2393-23-9
4-methoxy-benzylamine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5,6-bis(4-methoxybenzyl)amino-2,3-dicyanopyrazine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20 - 50℃; for 18h;	92%

: 695-34-1
2-Amino-4-methylpyridine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 109879-48-3
7-Methyl-1,4,4b,9-tetraaza-fluorene-2,3-dicarbonitrile

Conditions

Conditions	Yield
In 1,4-dioxane Ambient temperature;	91%
In 1,4-dioxane for 4h; Ambient temperature;	90%

: 107-10-8
propylamine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 72114-20-6
5-chloro-6-propylaminopyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In benzene at 20℃;	91%
In acetone at 0℃; for 1h;	80%

: 2735-62-8
(1-methylbenzimidazol-2-yl)acetonitrile

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5-chloro-6-[cyano-(1-methyl-1H-benzoimidazol-2-yl)-methyl]-pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 30 - 40℃; for 12h; Substitution;	91%
In N,N-dimethyl-formamide at 40℃; for 3h;

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 179912-34-6
(6-Bromo-4-oxo-3,4-dihydro-quinazolin-2-yl)-acetonitrile

: 5-[(6-bromo-4-oxo-3,4-dihydro-1H-quinazolin-2-ylidene)-cyano-methyl]-6-chloro-pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 30 - 40℃; for 8h;	91%

: 2735-62-8
(1-methylbenzimidazol-2-yl)acetonitrile

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5-Chloro-6-{cyano-[1-methyl-1,3-dihydro-benzoimidazol-(2Z)-ylidene]-methyl}-pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 30 - 40℃;	91%

: 461-82-5
4-(trifluoromethoxy)aniline

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5-(4-trifluoromethoxyphenyl)amino-6-chloro-2,3-dicyanopyrazine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20 - 50℃; for 2.5h;	90.7%

: 122-80-5
N-acetyl-p-phenylenediamine

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: N-[4-(3-Chloro-5,6-dicyano-pyrazin-2-ylamino)-phenyl]-acetamide

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	90%

: 2078-54-8
2,6-diisopropylphenol

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 5,6-bis(2,6-diisopropylphenoxy)pyrazine-2,3-dicarbonitrile

Conditions

Conditions	Yield
With cesium fluoride In acetonitrile at 25℃; for 7h; Inert atmosphere;	90%
Stage #1: 2,6-diisopropylphenol With sodium hydroxide In water at 20℃; for 0.25h; Stage #2: 2,3-dichloro-5,6-dicyanopyrazine In tetrahydrofuran; water at 20℃; for 0.25h;	83%
Stage #1: 2,6-diisopropylphenol With sodium hydroxide In water for 0.25h; Stage #2: 2,3-dichloro-5,6-dicyanopyrazine In tetrahydrofuran; water at 20℃;	83%

: 56413-95-7
2,3-dichloro-5,6-dicyanopyrazine

: 60-32-2
6-aminohexanoic acid

: 530129-44-3
6-(3-Chloro-5,6-dicyano-pyrazin-2-ylamino)-hexanoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h;	90%

5,6-Dichloro-2,3-dicyanopyrazine Specification

The cas register number of 5,6-Dichloro-2,3-dicyanopyrazine is 56413-95-7. It also can be called as 5,6-dichloropyrazine-2,3-dicarbonitrile and the IUPAC Name about this chemical is 5,6-dichloropyrazine-2,3-dicarbonitrile. It belongs to the following product categories, such as Chloropyrazines, etc., Dicyanopyrazines, etc. (Building Blocks for Phthalonitriles & Naphthalonitriles), Functional Materials, Phthalonitriles & Naphthalonitriles, Pyrazines and so on.

Physical properties about 5,6-Dichloro-2,3-dicyanopyrazine are: (1)ACD/LogP: 1.76; (2)ACD/LogD (pH 5.5): 1.76; (3)ACD/LogD (pH 7.4): 1.76; (4)ACD/BCF (pH 5.5): 12.77; (5)ACD/BCF (pH 7.4): 12.77; (6)ACD/KOC (pH 5.5): 215.5; (7)ACD/KOC (pH 7.4): 215.5; (8)#H bond acceptors: 4; (9)Polar Surface Area: 73.36Å²; (10)Index of Refraction: 1.612; (11)Molar Refractivity: 41.13 cm³; (12)Molar Volume: 118.1 cm³; (13)Polarizability: 16.3x10^-24cm³; (14)Surface Tension: 91.9 dyne/cm; (15)Enthalpy of Vaporization: 56.61 kJ/mol; (16)Boiling Point: 324.1 °C at 760 mmHg; (17)Vapour Pressure: 0.000251 mmHg at 25°C.

Uses of 5,6-Dichloro-2,3-dicyanopyrazine: it can be used to produce 5,6-Dipyrrolidinopyrazin-2,3-dicarbonitril with pyrrolidine at Ambient temperature. This reaction will need solvent dioxane. The yield is about 79%.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1nc(C#N)c(C#N)nc1Cl
(2)InChI: InChI=1/C6Cl2N4/c7-5-6(8)12-4(2-10)3(1-9)11-5
(3)InChIKey: QUFXYBKGILUJHS-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C6Cl2N4/c7-5-6(8)12-4(2-10)3(1-9)11-5
(5)Std. InChIKey: QUFXYBKGILUJHS-UHFFFAOYSA-N

Product Name

5,6-Dichloro-2,3-dicyanopyrazine

Synthetic route

5,6-Dichloro-2,3-dicyanopyrazine Specification

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