3-Cyanopyridine supplier | CasNO.100-54-9

Name
3-Cyanopyridine
EINECS 202-863-0
CAS No. 100-54-9
Article Data362
CAS DataBase
Density 1.159 g/cm³
Solubility 140 g/L (20 °C) in water
Melting Point 48-52 °C(lit.)
Formula C₆H₄N₂
Boiling Point 202.985 °C at 760 mmHg
Molecular Weight 104.111
Flash Point 84.444 °C
Transport Information
Appearance white to beige solid
Safety 22-24/25-36/37/39-26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Nicotinonitrile(8CI);3-Azabenzonitrile;3-Pyridinenitrile;3-Pyridylcyanide;3-Pyridylcarbonitrile;NSC 17558;Nicotinic acid nitrile;b-Cyanopyridine;3-Pyridinecarbonitrile;
PSA 36.68000
LogP 0.95328

Synthetic route

: 98-92-0
nicotinamide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; copper(l) chloride In toluene at 100℃; for 24h;	99%
With 3 A molecular sieve at 150 - 500℃; under 0.001 Torr; for 0.666667h; Pyrolysis;	98%
With oxalyl dichloride; triethylamine; Triphenylphosphine oxide In acetonitrile at 20℃; for 0.166667h;	96%

: 500-22-1
3-pyridinecarboxaldehyde

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With ammonium sulfate; sodium carbonate; sulfur In dimethyl sulfoxide at 120℃; for 10h; Sealed tube;	99%
With ammonia; oxygen In ethanol; water for 1.5h; Reflux;	94%
With hydroxylamine hydrochloride; pyrographite; methanesulfonyl chloride at 100℃; for 1h;	92%

: 100-55-0
3-hydroxymethylpyridin

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
Stage #1: 3-hydroxymethylpyridin With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;	99%
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 4h; Autoclave; High pressure;	99%
With potassium phosphate; ammonium formate In acetonitrile at 115℃; for 16h; Sealed tube; Green chemistry;	91%

: 1120-90-7
3-iodopyridine

: 773837-37-9
sodium cyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With C18H14CuIN4 In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;	99%

: 108-99-6
3-Methylpyridine

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With manganese; ammonia; oxygen; pyrographite at 335℃; Temperature;	98.7%
With ammonia In water at 200 - 300℃; Concentration;	97%
With aluminum oxide; ammonia; oxygen at 300℃; Concentration; Temperature;	93.1%

: 626-55-1
3-Bromopyridine

: potassium hexacyanoferrate(II) trihydrate

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere;	98%

: 4621-66-3
thionicotinamide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With tellurium tetrachloride; triethylamine In chloroform for 3h; Ambient temperature;	96%
With methylene blue; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 25℃; Sealed tube; Irradiation;	95%
With bis(tri-n-butyltin)oxide In benzene for 0.5h; Heating;	92%

: 1193-92-6
3-pyridinealdoxime

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With thionyl chloride; polyvinylpyrrolidone In dichloromethane at 20℃; for 0.25h; Dehydration;	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%

: 1120-90-7
3-iodopyridine

: 151-50-8
potassium cyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With tributyltin chloride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In acetonitrile at 22℃; for 3h;	95%

: 626-60-8
3-Chloropyridine

: potassium ferrocyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

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.

: 557-21-1
zinc(II) cyanide

: pyridin-3-yl sulfurofluoridate

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; zinc In N,N-dimethyl-formamide at 80℃; for 3h; Reagent/catalyst; Concentration; Temperature; Solvent; Inert atmosphere;	95%

: 1120-90-7
3-iodopyridine

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With sodium carbonate; potassium ferrocyanide In N,N-dimethyl-formamide at 120℃; for 5h;	94%

: 626-55-1
3-Bromopyridine

: 151-50-8
potassium cyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With tributyltin chloride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In acetonitrile at 80℃; for 17h;	93%
With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc In N,N,N,N,N,N-hexamethylphosphoric triamide at 60℃; for 16h;	88%
With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc In N,N,N,N,N,N-hexamethylphosphoric triamide at 60℃; for 16h; Product distribution; other heteroaromatic halides, var. solv., temp., also NaCN; selective reactivity of var. heteroaromatic halides;
dibromobis(triphenylphosphine)nickel(II) In acetonitrile at 60℃; for 8h;

: 3731-52-0
3-Aminomethylpyridine

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With aluminum oxide In N,N-dimethyl-formamide at 120℃; for 12h; Inert atmosphere;	93%
With 1-methyl-1H-imidazole; oxygen; copper(ll) bromide In dimethyl sulfoxide at 100℃; for 24h;	92%
With potassium hydroxide; nickel copper formate; (Bu4N)2S2O8 In dichloromethane at 20℃; for 12h; Oxidation;	90%

: 65943-95-5
2-(pyridin-3-yl)-1,3,4-oxadiazole

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With sodium t-butanolate In N,N-dimethyl-formamide at 20℃; for 8h;	93%

: 1120-90-7
3-iodopyridine

: potassium ferrocyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 12h;	93%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 15h; Schlenk technique; Green chemistry;	90%
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Catalytic behavior;	90%

: 119986-58-2
N-(4-chlorophenyl)-N-cyano-4-methylbenzenesulfonamide

: 1692-25-7
3-pyridylboronic acid

A: 100-54-9
pyridine-3-carbonitrile

B: 2903-34-6
4-methyl-N-(4-chlorophenyl)benzenesulfonamide

Conditions

Conditions	Yield
With Fe3O4/SiO2/(3-chloropropyl)trimethoxysilane/2,2′-(4,4′-(propane-1,3-diyl)bis(piperazine-4,1-diyl))- diethanamine/Pd In acetonitrile for 17h; Catalytic behavior; Reflux;	A 92% B n/a

...Expand

: 626-55-1
3-Bromopyridine

: potassium ferrocyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium; sodium carbonate In 1-methyl-pyrrolidin-2-one at 140℃; for 18h; Inert atmosphere;	91%
With caesium carbonate In N,N-dimethyl-formamide at 130℃; for 8h; Inert atmosphere; Sealed tube;	91%
With 5,5’-(1,2-phenylene)bis(1H-tetrazole); copper(I) iodide; caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 130℃; for 10h; Inert atmosphere;	90%

: N-(4-chlorophenyl)-N-cyano-4-nitrobenzenesulfonamide

: 1692-25-7
3-pyridylboronic acid

A: 100-54-9
pyridine-3-carbonitrile

B: 16937-03-4
4-nitro-N-(4-chlorophenyl)benzenesulfonamide

Conditions

Conditions	Yield
With Fe3O4/SiO2/(3-chloropropyl)trimethoxysilane/2,2′-(4,4′-(propane-1,3-diyl)bis(piperazine-4,1-diyl))- diethanamine/Pd In acetonitrile for 11h; Catalytic behavior; Reflux;	A 91% B n/a

...Expand

: 59-67-6
nicotinic acid

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With ammonium carbonate; diphosphorus tetraiodide In carbon disulfide at 20℃; for 5h;	90%
With hydroxyammonium sulfate; zinc for 0.416667h; Microwave irradiation;	89%
With aluminum oxide; aminosulfonic acid; urea for 0.2h; Irradiation;	77%

: 3731-52-0
3-Aminomethylpyridine

A: 100-54-9
pyridine-3-carbonitrile

B: 98-92-0
nicotinamide

Conditions

Conditions	Yield
With water; oxygen at 140℃; under 3800.26 Torr; for 24h;	A n/a B 90%
With ammonia; oxygen; vanadia at 375℃; Product distribution; other catalysts, effect of the presence of O2;
With ammonia In 1,4-dioxane; water at 130℃; under 4560.31 Torr; for 3h; Autoclave;	A 7 %Chromat. B 84 %Chromat.

: 4-bromo-N-(4-chlorophenyl)-N-cyanobenzenesulfonamide

: 1692-25-7
3-pyridylboronic acid

A: 100-54-9
pyridine-3-carbonitrile

B: 6295-97-2
4-bromo-benzenesulfonic acid-(4-chloro-anilide)

Conditions

Conditions	Yield
With Fe3O4/SiO2/(3-chloropropyl)trimethoxysilane/2,2′-(4,4′-(propane-1,3-diyl)bis(piperazine-4,1-diyl))- diethanamine/Pd In acetonitrile for 15h; Catalytic behavior; Reflux;	A 90% B n/a

...Expand

: 3099-31-8
3-Picolyl chloride

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With sodium azide; tris(o-methoxyphenyl)phosphine; palladium dichloride In acetone at 70℃; for 36h; Schlenk technique;	89%
With sodium azide; palladium diacetate; XPhos In acetone at 80℃; for 12h; Inert atmosphere;	70%

: 626-55-1
3-Bromopyridine

: 557-21-1
dicyanozinc

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide for 0.0333333h; Substitution; microwave irradiation;	88%
With 1,1'-bis-(diphenylphosphino)ferrocene; zinc diacetate; zinc; tris(dibenzylideneacetone)dipalladium (0) In water; N,N-dimethyl-formamide at 90 - 100℃; for 3h;	80%
With water; tri tert-butylphosphoniumtetrafluoroborate; zinc; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In 1-methyl-pyrrolidin-2-one at 80℃; for 3h;	40%
With bromine; triphenylphosphine; zinc; palladium on activated charcoal In dimethyl amine at 80℃; for 5h;	75 % Chromat.
With bromine; triphenylphosphine; zinc; palladium on activated charcoal In N,N-dimethyl acetamide at 80℃; for 5h;	75 % Chromat.

: 51892-16-1
nicotinaldehyde oxime

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 4 A molecular sieve In acetonitrile at 80℃; for 1h;	88%
With palladium diacetate; triphenylphosphine In acetonitrile for 7h; Reflux;	87%
With per-rhenic acid In water; 1,3,5-trimethyl-benzene for 72h; Heating;	84%
With per-rhenic acid In water; 1,3,5-trimethyl-benzene for 3h; Heating;	84%
With N,N-dimethyl-formamide at 135℃; for 48h;	83%

: 626-55-1
3-Bromopyridine

: 557-21-1
zinc(II) cyanide

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; zinc(II) formate dihydrate In N,N-dimethyl acetamide at 100℃; for 12h; Inert atmosphere;	88%

: C13H13N3

A: 100-54-9
pyridine-3-carbonitrile

B: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
With bis(trimethylsilyl)amide yttrium(III) In toluene at 20℃; for 12h; Inert atmosphere;	A 87% B n/a

: 626-55-1
3-Bromopyridine

: 36289-36-8
N-cyanoimidazole

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; cyanation;	86%

: 626-55-1
3-Bromopyridine

K4[Fe(CN)6]: K4[Fe(CN)6]

: 100-54-9
pyridine-3-carbonitrile

Conditions

Conditions	Yield
With sodium carbonate; palladium diacetate at 140℃; for 16h;	86%
With sodium carbonate; potassium iodide; N,N`-dimethylethylenediamine; copper(II) bis(tetrafluoroborate) In N,N-dimethyl acetamide at 140℃; for 16h;	67%
With sodium carbonate; palladium diacetate at 140℃; for 16h;
With palladium diacetate; sodium carbonate In N,N-dimethyl acetamide at 120℃; for 8h;	86 % Chromat.

: 100-54-9
pyridine-3-carbonitrile

: 1594-58-7
nicotinamide oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium methylate In methanol Heating;	100%
With hydroxylamine hydrochloride; sodium hydrogencarbonate In isopropyl alcohol at 80 - 85℃;	91%
With hydroxylamine hydrochloride In ethanol for 8h; Reflux;	89%

: 100-54-9
pyridine-3-carbonitrile

: 98-92-0
nicotinamide

Conditions

Conditions	Yield
With manganese(IV) oxide; silica gel In hexane for 8h; Heating;	100%
With manganese(IV) oxide; silica gel In chlorobenzene for 5h; Heating;	100%
With water at 30℃; for 5.5h; Large scale reaction; Enzymatic reaction;	99%

: 100-54-9
pyridine-3-carbonitrile

: 358-23-6
trifluoromethylsulfonic anhydride

: 4481-35-0
cyclohepta[b]furan-2(2H)-one

: C16H9F3N2O4S

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%

...Expand

: 100-54-9
pyridine-3-carbonitrile

: 84359-15-9
(pyridin-3-yl)methylamine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen In 1,4-dioxane; methanol at 60℃; under 375.038 Torr; for 18h; Flow reactor;	100%
Stage #1: pyridine-3-carbonitrile With hydrogen at 130℃; under 750.075 Torr; for 6h; Stage #2: Acidic conditions; chemoselective reaction;	99%
With fac-[(CO)3Mn(iPr2P(CH2)2PiPr2)(triflato)]; potassium tert-butylate; hydrogen In iso-butanol at 110℃; under 25858.1 Torr; for 0.25h; Catalytic behavior; Glovebox; Schlenk technique; Inert atmosphere; Autoclave;	96%

: 100-54-9
pyridine-3-carbonitrile

: 500-22-1
3-pyridinecarboxaldehyde

Conditions

Conditions	Yield
With potassium carbonate In water; dimethyl sulfoxide at 60℃; for 8h; High pressure; Green chemistry;	99.9%
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;	96%
Stage #1: pyridine-3-carbonitrile With diisobutylaluminium hydride In toluene at 20℃; for 0.222222h; Flow reactor; Stage #2: With water; sodium L-tartrate In toluene at 0℃; chemoselective reaction;	52%

: 100-54-9
pyridine-3-carbonitrile

: 3731-52-0
3-Aminomethylpyridine

Conditions

Conditions	Yield
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 6h; High pressure; Green chemistry;	99.9%
With palladium 10% on activated carbon; ammonia; hydrogen In methanol at 30℃; under 7500.75 Torr; for 4h; Reagent/catalyst; Temperature; Pressure; Autoclave;	93.44%
With hydrogen; silica gel; nickel In methanol; ammonia at 120℃; under 7600 Torr; for 6h;	86%

: 100-54-9
pyridine-3-carbonitrile

: 14906-64-0
3-cyanopyridine N-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide; VxSi4xO6.4x In acetonitrile at 80℃; for 3h;	99%
With phosphomolybdic acid; dihydrogen peroxide In water at 50 - 65℃; for 3h;	98%
With titanium silicate; dihydrogen peroxide In methanol at 60℃; for 25h; Oxidation;	97.3%

: 100-54-9
pyridine-3-carbonitrile

: 14104-20-2
silver tetrafluoroborate

: 2966-50-9
silver trifluoroacetate

: silver(I) ethynediide

: (Ag2C2)(AgCF3CO2)8(3-pyCONH2)2(H2O)4

Conditions

Conditions	Yield
In water High Pressure; excess moistened Ag2C2 was added to concd. aq. soln. CF3COOAg anf AgBF4,soln. was filtered, 3-cyanopyridine was added, suspn. was placed in Tef lon-lined stainless steel reaction vessel and heated at 108°C for40 h; react. mixt was cooled to room temp. (6°C/h); elem. anal.;	99%

...Expand

: 100-54-9
pyridine-3-carbonitrile

: iron(II) perchlorate hexahydrate

: 1934-75-4
sodium dicyanamide

: [Fe(dicyanamide)2(3-cyanopyridine)2]n

Conditions

Conditions	Yield
In methanol; water; acetonitrile powder X-ray diffraction;	99%
In methanol; water; acetonitrile soln. 3-CNpy and Na(N(CN)2) in MeCN-MeOH was heated for 5 min, aq. soln.Fe(ClO4)2*6H2O was added; soln. was filtered and left to stand at room temp. for 3 weeks; elem. anal.;	15%

...Expand

: 100-54-9
pyridine-3-carbonitrile

: 4-(N,N-dimethylamino)phenylmagnesium bromide lithium chloride complex

: 1428419-75-3
4-(4-(dimethylamino)phenyl)nicotinonitrile

Conditions

Conditions	Yield
Stage #1: pyridine-3-carbonitrile With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: 4-(N,N-dimethylamino)phenylmagnesium bromide lithium chloride complex In tetrahydrofuran at -30℃; for 2h; Inert atmosphere; Stage #3: With chloranil In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; regioselective reaction;	99%

: 100-54-9
pyridine-3-carbonitrile

: 111-83-1
1-bromo-octane

: 1428419-53-7
4-octylnicotinonitrile

Conditions

Conditions	Yield
Stage #1: pyridine-3-carbonitrile With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromo-octane With tert-butylmagnesium chloride; magnesium; lithium chloride; zinc(II) chloride In tetrahydrofuran at -50 - 25℃; for 1h; Inert atmosphere; Stage #3: With chloranil In tetrahydrofuran at 20℃; Inert atmosphere; regioselective reaction;	99%

: 100-54-9
pyridine-3-carbonitrile

: 89-92-9
2-methylbenzyl bromide

: 3-cyano-1-(2-methylbenzyl)pyridin-1-ium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃;	99%

: 100-54-9
pyridine-3-carbonitrile

: 4-amino-6-methyl-3-oxo-2,3,4,5-tetrahydro-1,2,4-triazine hydrochloride

: Pymetrozine

Conditions

Conditions	Yield
With hydrogen; Raney nickel In methanol; water	98.6%

: 100-54-9
pyridine-3-carbonitrile

: 4621-66-3
thionicotinamide

Conditions

Conditions	Yield
With diammonium sulfide In methanol at 80℃; for 0.25h; microwave irradiation;	98%
With hydrogenchloride; thiophosphate sodium salt hydrate In water; water-d2 at 50℃; for 24h; pH=6.5; Sealed tube;	97%
With diammonium sulfide In methanol at 20℃; for 18h;	96.4%

: 100-54-9
pyridine-3-carbonitrile

: 100-39-0
benzyl bromide

: 6516-53-6
N-benzyl-3-cyanopyridin-1-ium bromide

Conditions

Conditions	Yield
In acetonitrile for 18h; Reflux;	98%
In acetonitrile at 80℃;	96%
In nitrobenzene at 40℃; Rate constant;

: 100-54-9
pyridine-3-carbonitrile

: 4815-24-1
2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester

: 5,6-dimethyl-2-(pyridin-3-yl)thieno[2,3-d]pyrimidin-4(3H)-one

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 0℃; for 10h; Heating;	98%
With hydrogenchloride In 1,4-dioxane for 5h;	66%

: 100-54-9
pyridine-3-carbonitrile

: 3250-74-6
3-(1H-tetrazol-5-yl)pyridine

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide for 24h; Reflux;	98%
With sodium azide In N,N-dimethyl-formamide at 110 - 120℃; for 24h;	98%
With sodium azide; 1-ethyl-3-methylimidazolium hydrogensulfate at 100℃; for 9h;	96%

: 100-54-9
pyridine-3-carbonitrile

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

: 98952-82-0
N-allylnicotinamide

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate at 125℃; for 24h; Neat (no solvent); Sealed tube;	98%

: 100-54-9
pyridine-3-carbonitrile

: 156-87-6
propan-1-ol-3-amine

: 1235527-97-5
2-(pyridin-3-yl)-5,6-dihydro-4H-1,3-oxazine

Conditions

Conditions	Yield
With montmorillonite K-10 at 30℃; for 0.166667h; Sonication;	98%
With Montmorillonite K-10 at 125℃; for 1.3h;	96%
With sulfur; cobalt(II) nitrate In neat (no solvent) at 90℃; for 0.05h; Reagent/catalyst; Solvent; Temperature; Time; Microwave irradiation;	95%
With phosphotungstic acid at 125℃; for 2h; chemoselective reaction;	90%
With sulfur In neat (no solvent) at 100℃; for 6h; Reagent/catalyst;	88%

: 100-54-9
pyridine-3-carbonitrile

: 4815-37-6
ethyl 2-amino-5-methyl-4-phenylthiophene-3-carboxylate

: 724746-10-5
6-methyl-5-phenyl-2-(pyridin-3-yl)thieno[2,3-d]pyrimidin-4(3H)-one

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 0℃; for 10h; Heating;	98%

: 100-54-9
pyridine-3-carbonitrile

: mesitylmagnesium bromide lithium chloride

: 1428419-76-4
4-mesitylnicotinonitrile

Conditions

Conditions	Yield
Stage #1: pyridine-3-carbonitrile With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: mesitylmagnesium bromide lithium chloride In tetrahydrofuran at -30℃; for 2h; Inert atmosphere; Stage #3: With chloranil In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; regioselective reaction;	98%

: 100-54-9
pyridine-3-carbonitrile

: 64-17-5
ethanol

: 56624-12-5, 81659-46-3
ethyl (3-pyridyl)imidate dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In dichloromethane at 0 - 20℃; for 1h;	97%
With acetyl chloride In chloroform for 25h; 0 deg C up to RT;	92%
With hydrogenchloride Kuehlung;
With hydrogenchloride In dichloromethane for 5h;

: 100-54-9
pyridine-3-carbonitrile

: 60-23-1
Cysteamine

: 3919-80-0
2-(pyridin-3-yl)-4,5-dihydrothiazole

Conditions

Conditions	Yield
With trichloroisocyanuric acid In neat (no solvent) at 110℃; for 0.05h; chemoselective reaction;	97%
With tribromomelamine at 100℃; for 0.0833333h; Neat (no solvent);	94%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 110℃; for 0.1h; chemoselective reaction;	85%

: 100-54-9
pyridine-3-carbonitrile

: 4506-71-2
ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

: 2-(pyridin-3-yl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane at 0℃; for 10h; Heating;	97%
With hydrogenchloride In 1,4-dioxane at 20℃; for 18h;	74%
With hydrogenchloride In 1,4-dioxane for 5h;	60%

3-Cyanopyridine Chemical Properties

Nicotinonitrile(100-54-9) exists as white to off-white crystalline powder, insoluble in water, soluble in ethanol, benzene and other organic solvents.
Molecular Structure:

Molecular Formula: C₆H₄N₂.
Molecular Weight: 104.11.
Density: 1.159.
Melting Point: 49 - 50 ℃.
Boiling Point: 202 ℃.
Flash Point: 85 ℃.
Solubility: 140 g/L (20℃).

3-Cyanopyridine Uses

Nicotinonitrile(100-54-9) is used as the intermediates of rodenticides in organic synthesis. Besides, Nicotinonitrile(100-54-9) is the intermediates of medicines, dyes, fodders, resins and so on.

3-Cyanopyridine Toxicity Data With Reference

1.	orl-rat LD50:1185 mg/kg	MEPAAX Medycyna Pracy. Industrial Medicine. 30 (1979),109.
2.	ipr-mus LD25:810 mg/kg	JPMSAE Journal of Pharmaceutical Sciences. 64 (1975),528.
3.	skn-rbt LDLo:4000 mg/kg	MEPAAX Medycyna Pracy. Industrial Medicine. 30 (1979),109.

3-Cyanopyridine Consensus Reports

Reported in EPA TSCA Inventory.

3-Cyanopyridine Safety Profile

Moderately toxic by ingestion, intraperitoneal, and skin contact routes. When heated to decomposition it emits toxic vapors of NO_x.
Hazard Codes:

Xn
Risk Statements: 22-36/37/38
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36/37/39-26
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
RTECS: QT3030000
HS Code: 29333999

Product Name

3-Cyanopyridine

Synthetic route

3-Cyanopyridine Chemical Properties

3-Cyanopyridine Uses

3-Cyanopyridine Toxicity Data With Reference

3-Cyanopyridine Consensus Reports

3-Cyanopyridine Safety Profile

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