Product Name

  • Name

    3-Pyridinecarboxaldehyde

  • EINECS 207-900-4
  • CAS No. 500-22-1
  • Article Data173
  • CAS DataBase
  • Density 1.135 g/cm3
  • Solubility miscible with water
  • Melting Point 8 °C
  • Formula C6H5NO
  • Boiling Point 209.9 °C at 760 mmHg
  • Molecular Weight 107.112
  • Flash Point 60 °C
  • Transport Information UN 1989 3/PG 3
  • Appearance clear brown-yellow liquid (clear)
  • Safety 26-45-36/37/39-23
  • Risk Codes 10-42/43-41-34-22-36/37/38
  • Molecular Structure Molecular Structure of 500-22-1 (3-Pyridinecarboxaldehyde)
  • Hazard Symbols IrritantXi,CorrosiveC,HarmfulXn
  • Synonyms Nicotinaldehyde(8CI);3-Formylpyridine;3-Pyridinaldehyde;3-Pyridinealdehyde;3-Pyridylaldehyde;NSC 8952;Nicotinealdehyde;Nicotinic aldehyde;Pyridine-3-carbaldehyde;Rowalind;m-Formylpyridine;b-Formylpyridine;b-Pyridinecarbonaldehyde;
  • PSA 29.96000
  • LogP 0.89410

Synthetic route

3-hydroxymethylpyridin
100-55-0

3-hydroxymethylpyridin

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With 10% Ru/C; oxygen In toluene at 90℃; under 760.051 Torr; for 24h;100%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide for 0.25h; Ambient temperature;99%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; copper(I) bromide dimethylsulfide complex In chlorobenzene at 80℃; for 8h;99%
pyridine-3-carbonitrile
100-54-9

pyridine-3-carbonitrile

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
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%
N,N-diethylnicotinamide
59-26-7

N,N-diethylnicotinamide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.25h;99%
With diethyl ether; diisobutylaluminium hydride
nicotinaldehyde oxime
51892-16-1

nicotinaldehyde oxime

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With titanium tetrachloride; sodium iodide In acetonitrile for 0.0833333h; Ambient temperature; other oximes, var. time;97%
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With n-butyllithium; diisobutylaluminium hydride; tert-butyl alcohol In tetrahydrofuran; hexane at 0℃;97%
Multi-step reaction with 2 steps
1: diethyl ether; lithium alanate
2: lead (IV)-acetate; benzene
View Scheme
N-methyl-N-(3-pyridylmethyl)amine
20173-04-0

N-methyl-N-(3-pyridylmethyl)amine

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform for 12h; Reflux;95%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In chloroform for 24h; Reflux;93%
pyridine-3-carboxaldehyde semicarbazone

pyridine-3-carboxaldehyde semicarbazone

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; water; silica gel In dichloromethane at 20℃; for 1.8h;91%
3-hydroxymethylpyridin
100-55-0

3-hydroxymethylpyridin

A

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

B

nicotinic acid
59-67-6

nicotinic acid

Conditions
ConditionsYield
With sodium hypochlorite; C8H18NPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity;A 90.1%
B 3.4%
With sodium hypochlorite; C13H26N2OPol; sodium hydrogencarbonate In water; toluene at 15 - 20℃; for 4.5h; Product distribution / selectivity;A 87.7%
B 3.5%
With sodium hypochlorite; C16H28N2O5Pol; sodium hydrogencarbonate In water; 1,2-dichloro-ethane at 15 - 20℃; for 4.5h; Product distribution / selectivity;A 85.3%
B 5.3%
3-pyridinecarbonyl chloride
10400-19-8

3-pyridinecarbonyl chloride

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) In benzene for 0.166667h; Ambient temperature;90%
With diethylene glycol dimethyl ether; lithium tri-t-butoxyaluminum hydride at -78℃;
With piperidine; diethyldihydroaluminate 1.) THF, RT, 30 min, 2.) THF, toluene, RT, 1 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1: benzene; pyridine
2: lithium alanate; tetrahydrofuran / 0 °C
View Scheme
3-(pyridin-3-yl)acrylic acid
1126-74-5

3-(pyridin-3-yl)acrylic acid

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate In dichloromethane at 20℃;90%
3-Bromopyridine
626-55-1

3-Bromopyridine

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 3-Bromopyridine; n-butyllithium In toluene at -50℃;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -50 - -15℃;
90%
3-pyridinealdoxime
1193-92-6

3-pyridinealdoxime

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With 2,6-dicarboxypyridinium fluorochromate for 0.333333h;90%
With dihydrogen peroxide; phosphotungstic acid In various solvent(s) at 20℃; for 5h; Product distribution; Further Variations:; Catalysts;76%
With oxygen; benzaldehyde In benzonitrile; toluene at 60℃; for 2.58333h; Green chemistry;
3-Bromopyridine
626-55-1

3-Bromopyridine

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium acetate In acetonitrile at 60℃; for 16h; Schlenk technique; Inert atmosphere;90%
3-iodopyridine
1120-90-7

3-iodopyridine

carbon dioxide
124-38-9

carbon dioxide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; under 7500.75 Torr; for 20h; Autoclave; Green chemistry;89%
With rhodium(III) iodide; hydrogen; acetic anhydride; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 100℃; for 24h; Autoclave;60%
3-Methylpyridine
108-99-6

3-Methylpyridine

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4, 17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

A

pyridine
110-86-1

pyridine

B

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

C

nicotinic acid
59-67-6

nicotinic acid

D

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
ConditionsYield
at 140℃; for 14h; Product distribution;A 5%
B 18%
C 60%
D 88%
at 140℃; for 14h; Further byproducts given;A 5%
B 18%
C 60%
D 88%
2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide
2196-95-4, 17213-48-8

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

A

pyridine
110-86-1

pyridine

B

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

C

nicotinic acid
59-67-6

nicotinic acid

D

2,2'-diphenyl-1H,1'H-3,3'-biindole
2415-33-0

2,2'-diphenyl-1H,1'H-3,3'-biindole

Conditions
ConditionsYield
With 3-Methylpyridine at 140℃; for 14h; Further byproducts given;A 5%
B 18%
C 60%
D 88%
3-Aminomethylpyridine
3731-52-0

3-Aminomethylpyridine

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere; Green chemistry;88%
Multi-step reaction with 2 steps
1: 85 percent / CH2Cl2 / 12 h
2: 15 percent / NaOMe / methanol / 35 deg C -> 20 deg C, 2 h
View Scheme
nicotinamide
98-92-0

nicotinamide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.166667h;86%
With lithium-tris(diethylamino)hydridoaluminate In tetrahydrofuran for 12h; Ambient temperature;53%
3-Methylpyridine
108-99-6

3-Methylpyridine

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; nitric acid; acetic acid at 40℃; under 1520.1 Torr; for 5h; Temperature; Pressure; Reagent/catalyst; Autoclave; Sealed tube;85%
With tert.-butylhydroperoxide at 120℃; for 5h; Sealed tube; Green chemistry;80%
With oxygen; V-Mo oxide at 370 - 430℃; Mechanism;
With selenium(IV) oxide
With oxygen In water at 290℃; under 760.051 Torr; Reagent/catalyst;
N-methoxy-N-methylpyridine-3-carboxamide
95091-91-1

N-methoxy-N-methylpyridine-3-carboxamide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.25h;85%
With lithium diisobutyl-tert-butoxyaluminum hydride In tetrahydrofuran; hexane at 0℃; Inert atmosphere; chemoselective reaction;> 99 %Chromat.
3-picolyl bromide
69966-55-8

3-picolyl bromide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With oxygen; kieselguhr; copper(l) chloride In hexane for 2.5h; Oxidation; Heating;84%
2-nitropropane
79-46-9

2-nitropropane

3-(bromomethyl)pyridine hydrobromide

3-(bromomethyl)pyridine hydrobromide

A

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

B

α-(1-methyl-1-nitroethyl)-3-pyridinemethanol
36757-33-2

α-(1-methyl-1-nitroethyl)-3-pyridinemethanol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran Hass-Bender/Henry reaction;A n/a
B 84%
C13H13N3O3S
6281-93-2

C13H13N3O3S

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With sodium carbonate In ethylene glycol for 0.025h; McFadyen-Stevens reaction; microwave irradiation;82%
3-iodopyridine
1120-90-7

3-iodopyridine

carbon monoxide
201230-82-2

carbon monoxide

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With sodium formate In N,N-dimethyl-formamide at 110℃; under 760.051 Torr; for 8h;80%
With sodium formate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 10h;79%
With palladium(II) acetylacetonate; N,N,N,N,-tetramethylethylenediamine; hydrogen; bis-diphenylphosphinomethane In toluene at 100℃; under 7500.75 Torr; for 10h; Autoclave;78%
3-Bromopyridine
626-55-1

3-Bromopyridine

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With carbon monoxide; triethylamine In benzene80%
3-<(methylsulfinyl)(methylsulfanyl)methyl>pyridine

3-<(methylsulfinyl)(methylsulfanyl)methyl>pyridine

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With tetrafluoroboric acid In tetrahydrofuran; water for 192h; Ambient temperature;78%
3-iodopyridine
1120-90-7

3-iodopyridine

9-methyl-9H-fluorene-9-carbonyl chloride
82102-37-2

9-methyl-9H-fluorene-9-carbonyl chloride

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate In acetonitrile at 80℃; for 18h; Sealed tube; Glovebox; Inert atmosphere;78%
nicotinic anhydride
16837-38-0

nicotinic anhydride

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With P(p-CH3OC6H4)3; methylphenylsilane; bis(dibenzylideneacetone)-palladium(0) In toluene at 40℃; for 20h; Schlenk technique; Inert atmosphere;75%
3-iodopyridine
1120-90-7

3-iodopyridine

formic acid
64-18-6

formic acid

3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Conditions
ConditionsYield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;71%
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; for 2h; Sealed tube;70%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

benzoic acid hydrazide
613-94-5

benzoic acid hydrazide

(E)-N'-(pyridin-3-ylmethylene)benzohydrazide
1215-53-8

(E)-N'-(pyridin-3-ylmethylene)benzohydrazide

Conditions
ConditionsYield
at 205℃; under 4350.44 Torr; for 0.0666667h; Microwave irradiation; neat (no solvent);100%
In ethanol for 3h; Heating;89%
With hydrogenchloride In ethanol at 20℃; for 0.5h; Condensation;84%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

nicotinaldehyde oxime
51892-16-1

nicotinaldehyde oxime

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride In ethanol100%
With hydroxylamine hydrochloride; sodium acetate In methanol; water for 0.5h; Reflux;58%
With hydroxylamine hydrochloride; sodium hydroxide In water at 20℃; for 0.5h;47%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

2-Pyridin-3-yl-1,4-dihydro-2H-benzo[d][1,3]oxazine
134778-04-4

2-Pyridin-3-yl-1,4-dihydro-2H-benzo[d][1,3]oxazine

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

3-hydrazino-5H-[1,2,4]triazino[5,6-b]indole
31523-22-5

3-hydrazino-5H-[1,2,4]triazino[5,6-b]indole

3-(Pyridine-3-aldehyde)hydrazono-1,2,4-triazino<5,6-b>indole
73718-28-2

3-(Pyridine-3-aldehyde)hydrazono-1,2,4-triazino<5,6-b>indole

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Heating;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2-Hydroxybenzylamine
932-30-9

2-Hydroxybenzylamine

2-Pyridin-3-yl-3,4-dihydro-2H-benzo[e][1,3]oxazine
134778-03-3

2-Pyridin-3-yl-3,4-dihydro-2H-benzo[e][1,3]oxazine

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

u-2-amino-1-phenylpropan-1-ol
14838-15-4

u-2-amino-1-phenylpropan-1-ol

3-((4S,5R)-4-Methyl-5-phenyl-oxazolidin-2-yl)-pyridine
134778-06-6, 134778-07-7, 134876-47-4, 134876-48-5

3-((4S,5R)-4-Methyl-5-phenyl-oxazolidin-2-yl)-pyridine

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature; Further byproducts given;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

Norpseudoephedrine
37577-07-4

Norpseudoephedrine

3-((4R,5R)-4-Methyl-5-phenyl-oxazolidin-2-yl)-pyridine
134778-06-6, 134778-07-7, 134876-47-4, 134876-48-5

3-((4R,5R)-4-Methyl-5-phenyl-oxazolidin-2-yl)-pyridine

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature; Further byproducts given;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

potassium cyanide
151-50-8

potassium cyanide

2-hydroxy-2-(pyridin-3-yl)acetonitrile
17604-74-9

2-hydroxy-2-(pyridin-3-yl)acetonitrile

Conditions
ConditionsYield
With water; acetic acid at 5 - 10℃; for 2h;100%
With hydrogenchloride
With acetic acid In water for 18h; Ambient temperature;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2-Amino-2-methyl-1-propanol
124-68-5

2-Amino-2-methyl-1-propanol

3-(4,4-Dimethyl-oxazolidin-2-yl)-pyridine
134778-05-5

3-(4,4-Dimethyl-oxazolidin-2-yl)-pyridine

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

sulfanilamide
63-74-1

sulfanilamide

N4-(3-pyridylidene) sulfanilamide
74028-05-0

N4-(3-pyridylidene) sulfanilamide

Conditions
ConditionsYield
at 150 - 155℃; for 0.0833333h;100%
In ethanol for 3h; Heating;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 2-[hydroxy(pyridin-3-yl)methyl]propenoate
87102-11-2

methyl 2-[hydroxy(pyridin-3-yl)methyl]propenoate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 8h; Baylis-Hillman reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 0.75h; Baylis-Hillman reaction; neat (no solvent);100%
With uracil-Cu2+ nanoparticles immobilized on alpha-zirconium hydrogen phosphate In N,N-dimethyl-formamide at 20℃; for 8.5h; Morita-Baylis-Hillman Alkylation;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

2,3-dimethylquinolizinium perchlorate

2,3-dimethylquinolizinium perchlorate

3-Methyl-2-((E)-2-pyridin-3-yl-vinyl)-quinolizinylium; perchlorate

3-Methyl-2-((E)-2-pyridin-3-yl-vinyl)-quinolizinylium; perchlorate

Conditions
ConditionsYield
With piperidine In acetonitrile for 4h; Heating;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

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

propan-1-ol-3-amine

2-Pyridin-3-yl-[1,3]oxazinane
134778-02-2

2-Pyridin-3-yl-[1,3]oxazinane

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

ethyl p-(3-pyridylmethyleneamino)benzoate
25927-67-7

ethyl p-(3-pyridylmethyleneamino)benzoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 12h; Reflux;100%
toluene-4-sulfonic acid In toluene for 12h; Reflux;100%
In benzene for 6h; Heating;98.5%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

acrylonitrile
107-13-1

acrylonitrile

3-hydroxy-2-methylene-3-(3-pyridyl)propanenitrile

3-hydroxy-2-methylene-3-(3-pyridyl)propanenitrile

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane at 0℃; for 0.833333h; Morita-Baylis-Hillman reaction;100%
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 0℃; for 0.833333h; Catalytic behavior; Solvent; Temperature; Time; Morita-Baylis-Hillman Alkylation;100%
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 0.2h; Baylis-Hillman reaction; neat (no solvent);99%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

phenethyl azide
6926-44-9

phenethyl azide

phenethyl-pyridin-3-ylmethylene-amine

phenethyl-pyridin-3-ylmethylene-amine

Conditions
ConditionsYield
With triphenylphosphine-bound polystyrene In tetrahydrofuran at 20℃; for 24h; Staudinger/Aza-Wittig reaction;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

p-methoxy-phenylazide
2101-87-3

p-methoxy-phenylazide

N-(4-methoxyphenyl)-N-[(E)-1-(3-pyridyl)methylidene]amine

N-(4-methoxyphenyl)-N-[(E)-1-(3-pyridyl)methylidene]amine

Conditions
ConditionsYield
With triphenylphosphine-bound polystyrene In tetrahydrofuran at 20℃; for 24h; Staudinger/Aza-Wittig reaction;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

p-toluidine
106-49-0

p-toluidine

3-<(4-methylphenyl)iminomethyl>pyridine
110684-48-5

3-<(4-methylphenyl)iminomethyl>pyridine

Conditions
ConditionsYield
at 120 - 130℃; for 2.5h;100%
In ethanol Heating;
With sulfonic acid supported on hydroxyapatite-γ-Fe2O3 In ethanol
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

3-pyridinealdoxime
1193-92-6

3-pyridinealdoxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol for 0.416667h; Heating;100%
With hydroxylamine hydrochloride100%
With hydroxylamine hydrochloride; triethylamine In methanol at 80℃; Inert atmosphere;92%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

ethylenediamine
107-15-3

ethylenediamine

N,N’-bis[1-pyridin-3-ylmeth-(E)-ylidene]ethane-1,2-diamine

N,N’-bis[1-pyridin-3-ylmeth-(E)-ylidene]ethane-1,2-diamine

Conditions
ConditionsYield
In ethanol Heating;100%
With iron(III) chloride In methanol at 20℃; for 0.5h;90%
In methanol for 3h; Heating;85%
In methanol at 80℃; for 0.5h;47%
In methanol for 0.166667h;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

3-<(4-methoxyphenyl)iminomethyl>pyridine
41855-73-6

3-<(4-methoxyphenyl)iminomethyl>pyridine

Conditions
ConditionsYield
In ethanol for 1h; Sonication;100%
With acetic acid In ethanol at 85℃; for 12h;50.3%
In tetrahydrofuran for 0.5h; Heating;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

1,4-diaminobutane
110-60-1

1,4-diaminobutane

N,N-bis-(pyridin-3-ylmethylene)butane-1,4-diamine

N,N-bis-(pyridin-3-ylmethylene)butane-1,4-diamine

Conditions
ConditionsYield
In ethanol Heating;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

C14H14N2O

C14H14N2O

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

((R)-1-Phenyl-ethyl)-[1-pyridin-3-yl-meth-(E)-ylidene]-amine
1000387-97-2

((R)-1-Phenyl-ethyl)-[1-pyridin-3-yl-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
In dichloromethane at 20℃; for 48h;
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

C14H14N2O

C14H14N2O

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

(R)-2-methoxy-1-phenylethylamine
64715-85-1, 91298-74-7, 127180-88-5

(R)-2-methoxy-1-phenylethylamine

C15H16N2O

C15H16N2O

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

4-[bromo-(piperidin-4-ylidene)methyl]-N,N-diethylbenzamide
725229-81-2

4-[bromo-(piperidin-4-ylidene)methyl]-N,N-diethylbenzamide

4-[bromo[1-(3-pyridinylmethyl)-4-piperidinylidene]methyl]-N,N-diethyl-benzamide
725242-76-2

4-[bromo[1-(3-pyridinylmethyl)-4-piperidinylidene]methyl]-N,N-diethyl-benzamide

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 18h;100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

3-(cyclopentyloxy)-4-methoxybenzenamine
154464-26-3

3-(cyclopentyloxy)-4-methoxybenzenamine

3-Cyclopentyl-4-methoxy-N-(pyridin-3-ylmethyl)aniline

3-Cyclopentyl-4-methoxy-N-(pyridin-3-ylmethyl)aniline

Conditions
ConditionsYield
Stage #1: 3-pyridinecarboxaldehyde; 3-(cyclopentyloxy)-4-methoxybenzenamine With toluene-4-sulfonic acid In methanol for 4h;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 20h;
100%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

4-(2,4-difluorophenoxy)aniline
286932-63-6

4-(2,4-difluorophenoxy)aniline

N-(4-(2,4-difluorophenoxy)phenyl)pyrid-3-ylmethyleneamine
353235-61-7

N-(4-(2,4-difluorophenoxy)phenyl)pyrid-3-ylmethyleneamine

Conditions
ConditionsYield
In methanol at 55℃; for 3h;100%

3-Pyridinecarboxaldehyde Chemical Properties

IUPAC Name: Pyridine-3-carbaldehyde
Systematic of 3-Pyridinaldehyde (CAS NO.500-22-1): 3-Formylpyridine ; 3-Pyridenecarboxaldehyde ; 3-Pyridinealdehyde ; 3-Pyridylaldehyde ; 3-Pyridylcarboxaldehyde ; 5-21-07-00334 (Beilstein Handbook Reference) ; AI3-33231 ; BRN 0105343 ; EINECS 207-900-4 ; NSC 8952 ; Nicotinealdehyde ; Nicotinic aldehyde ; Pyridine-3-carbaldehyde ; Rowalind ; beta-Pyridinecarbonaldehyde
CAS NO: 500-22-1
Molecular Formula of 3-Pyridinaldehyde (CAS NO.500-22-1): C6H5NO
Molecular Weight: 107.11
Molecular Structure:

ProductCategories: Pyridine ; Heterocyclic Compounds
Melting Point: 8°C 
Polar Surface Area: 29.96 Å2
Index of Refraction: 1.573
Molar Refractivity: 31.09 cm3
Molar Volume: 94.3 cm3
Surface Tension: 46.6 dyne/cm
Density of 3-Pyridinaldehyde (CAS NO.500-22-1): 1.135 g/cm3
Flash Point: 60 °C
Enthalpy of Vaporization: 44.62 kJ/mol
Boiling Point: 209.9 °C at 760 mmHg
Vapour Pressure: 0.198 mmHg at 25°C

3-Pyridinecarboxaldehyde Uses

Nicotinaldehyde(500-22-1) is mainly used as the intermediates of pymetrozine.

3-Pyridinecarboxaldehyde Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD25 intraperitoneal 720mg/kg (720mg/kg)   Journal of Pharmaceutical Sciences. Vol. 64, Pg. 528, 1975.

3-Pyridinecarboxaldehyde Consensus Reports

Reported in EPA TSCA Inventory.

3-Pyridinecarboxaldehyde Safety Profile

Hazard Codes: IrritantXi,CorrosiveC,Xn
Risk Statements: 10-42/43-41-34-22-36/37/38 
R10: Flammable. 
R42/43: May cause sensitization by inhalation and skin contact. 
R41: Risk of serious damage to the eyes. 
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-45-36/37/39-23 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S23: Do not breathe vapour.
RIDADR: UN 1989 3/PG 3
WGK Germany: 3
RTECS: QS2980000
F: 8-10-23
Hazard Note: Irritant/Keep Cold/Air Sensitive
HazardClass: 3.2
PackingGroup: III
HS Code: 29333999

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