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CasNo: 100-54-9
Molecular Formula: C6H4N2
Appearance: white to beige solid
Synthesis Reference(s) |
Tetrahedron Letters, 29, p. 2155, 1988 DOI: 10.1016/S0040-4039(00)86697-6 |
Shipping |
UN3276 Nitriles, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required, Potential Inhalation Hazard (Special Provision 5). |
Purification Methods |
It is recrystallised to constant melting point from o-xylene/hexane. [Beilstein 22/2 V 115.] |
Definition |
ChEBI: A nitrile that is pyridine substituted by a cyano group at position 3. |
InChI:InChI:1S/C6H4N2/c7-4-6-2-1-3-8-5-6/h1-3,5H
A chemical model for the H2O2 promoted o...
The transformation of aldoximes to prima...
An economical and environmentally benign...
A simple and inexpensive procedure for t...
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formula presented A mild and high-yieldi...
Starting from previous binary VZrON (VAl...
The effect of changing the precursor on ...
A combination of Pd2(dba)3·CHCl3 (0.5 mo...
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The dehydration reaction of primary amid...
A convenient method for direct oxidative...
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An efficient and highly selective method...
The chemoselectivity of hydrodechlorinat...
W-V complex metal oxide (W-V-O) was prep...
A single step conversion of aldehydes in...
A new advantageous cyanating agent, pota...
A series of MoO3/Nb2O5 catalysts with Mo...
1-(3-Dimethylaminopropyl)-3-ethylcarbodi...
Ammonia up-take has been correlated dire...
In order to establish a rapid conversion...
A decarbonylative cyanation of aromatic ...
A useful source of cyanide for the palla...
The paper extends a previously published...
Aryl chlorothionoformate is a very usefu...
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The possibility of preparing nicotinonit...
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The use of sulfate additives such as H2S...
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A wide range of aldoximes were smoothly ...
A novel copper-catalyzed cyanation of ar...
A practical method for palladium-catalyz...
Vapour phase ammoxidation of 3-picoline ...
We show that using water in conjunction ...
Series of vanadium phosphorus oxide (VPO...
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Surface complexes of β-picoline, 3-pyrid...
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Preparation of aryl nitrile 2a through c...
Aromatic heterocyclic N-Oxides are readi...
An industrially viable cyanation of aryl...
In order to establish a mild conversion ...
The influence exerted by the concentrati...
Pyridopyrazolobenzotriazin-4(1H)ones wer...
A series of vanadium-chromium oxide (VCr...
We report an efficient method for the pr...
A practical method for the synthesis of ...
The Pd-catalyzed transformation of N-pht...
Bis-morpholinophosphorylchloride (Bmpc),...
The invention provides a method for dehy...
The present invention provides a method ...
3-pyridinealdoxime
pyridine-3-carbonitrile
Conditions | Yield |
---|---|
With thionyl chloride; polyvinylpyrrolidone; In dichloromethane; at 20 ℃; for 0.25h;
|
95% |
With 1,4-diaza-bicyclo[2.2.2]octane; trichlorophosphate; In dichloromethane; at 20 ℃; for 0.0833333h;
|
94% |
With aluminium trichloride; sodium iodide; In acetonitrile; for 2.5h; Heating;
|
92% |
With 8-bromocaffeine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 0.0166667h; chemoselective reaction; Microwave irradiation;
|
92% |
With oxalyl dichloride; Tropone; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 50 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
|
92% |
With trifluoromethylsulfonic anhydride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1.5h;
|
91% |
With acetonitrile; for 3h; Reflux; Green chemistry;
|
90% |
With gallium(III) trichloride; In acetonitrile; at 80 ℃; for 6h; Reagent/catalyst; Inert atmosphere;
|
90% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-tosylimidazole; In N,N-dimethyl-formamide; for 0.416667h; Reflux;
|
89% |
With oxalyl dichloride; 2,3-bis(4-methoxyphenyl)cyclopropenone; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 4h; Reflux;
|
88% |
With triethylamine; ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;
|
87% |
With polystyrene supported chloro diphenylphsophonium chloride; In chloroform; at 60 ℃; for 18h;
|
86% |
With Nonafluorobutanesulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.166667h;
|
86% |
With pyrographite; methanesulfonyl chloride; at 100 ℃; for 0.25h;
|
85% |
With eosin; carbon tetrabromide; N,N-dimethyl-formamide; In acetonitrile; at 25 ℃; for 16h; Irradiation; Inert atmosphere;
|
85% |
With acetyl chloride; zinc(II) oxide; for 0.416667h; Heating;
|
84% |
With iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 4h;
|
84% |
With trifluoromethylsulfonic anhydride; triethylamine; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h;
|
84% |
With oxalyl dichloride; Triphenylphosphine oxide; In ethyl acetate; at 20 ℃; for 1h;
|
77% |
With S,S-dimethyl dithiocarbonate; triethylamine; In 1,4-dioxane; at 90 ℃;
|
76% |
With aluminium trichloride; potassium iodide; In water; acetonitrile; at 80 ℃; for 8h;
|
69% |
With bis(trichloromethyl) carbonate; In chloroform; at 20 ℃;
|
|
Multi-step reaction with 2 steps
1: triethylamine; silica gel / CHCl3 / 20 °C
2: 0 h / microwave irradiation
With silica gel; triethylamine; In chloroform;
|
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With chloro-trimethyl-silane; at 90 ℃; for 3h;
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73 %Chromat. |
3-Chloropyridine
potassium ferrocyanide
pyridine-3-carbonitrile
Conditions | Yield |
---|---|
With sodium carbonate; palladium diacetate; In 1-methyl-pyrrolidin-2-one; Hexadecane; at 160 ℃; for 16h;
|
95% |
With sodium carbonate; cyclopalladated ferrocenylimine tricyclohexylphosphine; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 18h;
|
82% |
With sodium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 16h;
|
57% |
With tetra(adamantyl)biphosphine; palladium diacetate; sodium carbonate; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 16h; Inert atmosphere;
|
66 %Chromat. |
pyridin-3-ylamine
3-Bromopyridine
nicotinic acid
toluene-4-sulfonamide
di-3-pyridylmethanone
2-(2-pyridinyl)-1-(3-pyridinyl)ethanone
(2-methyl-1H-indol-3-yl)-3-pyridinylmethanone
3-phenyl-5-(pyridin-3-yl)-1,2,4-oxadiazole