Name: 5,6-Dichloro-2,3-dicyanopyrazine
SKU: 56413-95-7

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Basic Information

Molecular Structure:
CAS No.:	56413-95-7
Name:	5,6-Dichloro-2,3-dicyanopyrazine
Article Data:	6

Formula:	C₆Cl₂N₄
Molecular Weight:	198.999
Synonyms:	5,6-dichloropyrazine-2,3-dicarbonitrile;
Density:	1.68 g/cm³
Melting Point:	183ºC
Boiling Point:	324.1 °C at 760 mmHg
Flash Point:	149.8 °C
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;

Raw Materials

124-38-9

1187-12-8

36023-64-0

79-37-8

Downstream Products

116785-89-8

56413-96-8

52197-23-6

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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