1,4,5,6-tetrahydro-5,6-dioxo-2,3-pyrazinedicarbonitrile
2,3-dichloro-5,6-dicyanopyrazine
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 |
oxalyl dichloride
1,1-diamino-2,2-dicyanoethylene
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
Stage #1: oxalyl dichloride; 1,1-diamino-2,2-dicyanoethylene Stage #2: With thionyl chloride | 45% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; for 4h; Inert atmosphere; | 99.2% |
In tetrahydrofuran Ambient temperature; | 98% |
In tetrahydrofuran |
Bis-(2-methoxyethyl)amine
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In tetrahydrofuran for 5h; Reflux; | 99% |
p-toluidine
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In tetrahydrofuran Ambient temperature; | 98% |
In tetrahydrofuran |
2,3-dichloro-5,6-dicyanopyrazine
N-phenyl-1,2-benzenediamine
Conditions | Yield |
---|---|
In 1,4-dioxane Reflux; | 97% |
With sodium carbonate |
2,3-dichloro-5,6-dicyanopyrazine
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℃; |
4-(methylamino)butyric acid
2,3-dichloro-5,6-dicyanopyrazine
4-((3-chloro-5,6-dicyanopyrazin-2-yl)(methyl)amino)butanoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 72h; | 96% |
In tetrahydrofuran at 20℃; for 72h; | 96% |
1-(1-Cyclohexen-1-yl)pyrrolidine
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In benzene for 0.1h; Ambient temperature; | 95% |
2-cyanomethylbenzothiazole
2,3-dichloro-5,6-dicyanopyrazine
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; |
2-cyanomethylbenzothiazole
2,3-dichloro-5,6-dicyanopyrazine
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% |
4-(2-Hydroxyethyl)piperidine
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; for 1h; Cooling with ice; | 95% |
In tetrahydrofuran at 0℃; | 95% |
1-amino-2-propene
2,3-dichloro-5,6-dicyanopyrazine
5-allylamino-6-chloropyrazine-2,3-dicarbonitrile
Conditions | Yield |
---|---|
In benzene at 20℃; | 94% |
2,6-dimethylbenzene-1-thiol
2,3-dichloro-5,6-dicyanopyrazine
5,6-bis(2,6-dimethylphenylsulfanyl)pyrazine-2,3-dicarbonitrile
Conditions | Yield |
---|---|
With pyridine In acetone at 20℃; for 0.5h; | 94% |
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% |
2,3-dichloro-5,6-dicyanopyrazine
2-amino-3-chloro-5,6-dicyanopyrazine
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℃; |
2-methylpropan-2-thiol
2,3-dichloro-5,6-dicyanopyrazine
5,6-bis((tert-butyl)sulfanyl)pyrazine-2,3-dicarbonitrile
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran at 20℃; for 0.25h; | 93% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; |
Conditions | Yield |
---|---|
at 45℃; for 5h; | 93% |
diethylamine
2,3-dichloro-5,6-dicyanopyrazine
5-chloro-6-(diethylamino)pyrazine-2,3-dicarbonitrile
Conditions | Yield |
---|---|
In tetrahydrofuran at -12℃; for 0.333333h; | 93% |
2,3-dichloro-5,6-dicyanopyrazine
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% |
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% |
4-methoxy-benzylamine
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 20 - 50℃; for 18h; | 92% |
2-Amino-4-methylpyridine
2,3-dichloro-5,6-dicyanopyrazine
7-Methyl-1,4,4b,9-tetraaza-fluorene-2,3-dicarbonitrile
Conditions | Yield |
---|---|
In 1,4-dioxane Ambient temperature; | 91% |
In 1,4-dioxane for 4h; Ambient temperature; | 90% |
propylamine
2,3-dichloro-5,6-dicyanopyrazine
5-chloro-6-propylaminopyrazine-2,3-dicarbonitrile
Conditions | Yield |
---|---|
In benzene at 20℃; | 91% |
In acetone at 0℃; for 1h; | 80% |
(1-methylbenzimidazol-2-yl)acetonitrile
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 30 - 40℃; for 12h; Substitution; | 91% |
In N,N-dimethyl-formamide at 40℃; for 3h; |
2,3-dichloro-5,6-dicyanopyrazine
(6-Bromo-4-oxo-3,4-dihydro-quinazolin-2-yl)-acetonitrile
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 30 - 40℃; for 8h; | 91% |
(1-methylbenzimidazol-2-yl)acetonitrile
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 30 - 40℃; | 91% |
4-(trifluoromethoxy)aniline
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20 - 50℃; for 2.5h; | 90.7% |
N-acetyl-p-phenylenediamine
2,3-dichloro-5,6-dicyanopyrazine
Conditions | Yield |
---|---|
In tetrahydrofuran Ambient temperature; | 90% |
2,6-diisopropylphenol
2,3-dichloro-5,6-dicyanopyrazine
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% |
2,3-dichloro-5,6-dicyanopyrazine
6-aminohexanoic acid
6-(3-Chloro-5,6-dicyano-pyrazin-2-ylamino)-hexanoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 12h; | 90% |
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
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