2,2-dimethyl-3-(5-cyanopyrid-2-yl)-4-oxo-4H-1,3-benzoxazine
6-aminonicotinic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 6h; Heating; | 88% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 5℃; under 760 Torr; Electrochemical reaction; | 78% |
6-(acetylamino)pyridine-3-carboxylic acid
6-aminonicotinic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide for 6h; Reflux; | 46% |
With sodium hydroxide | |
Multi-step reaction with 5 steps 1: methanol; HCl 2: acetic acid 3: concentrated aqueous NH3 4: concentrated aqueous NH3 / 130 °C 5: aqueous NaOH View Scheme |
ethyl-6-amino-nicotinate
6-aminonicotinic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide In methanol at 20℃; for 18h; | 33% |
Conditions | Yield |
---|---|
With hydrogenchloride at 160℃; im Rohr; |
Conditions | Yield |
---|---|
With ammonia at 170℃; |
Conditions | Yield |
---|---|
With sodium hydroxide |
6-aminonicotinic acid
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid |
1-(5-Carboxy-2-pyridyl)-2-pyridon-3-carbonsaeure
6-aminonicotinic acid
Conditions | Yield |
---|---|
With base | |
With hydrogenchloride; sodium hydroxide 1.) heating; Multistep reaction; |
Conditions | Yield |
---|---|
With phosphate buffer In water at 65℃; Rate constant; Thermodynamic data; pH 5.17, ΔS, activation energy, other pH, solvent effect; |
Conditions | Yield |
---|---|
at 170℃; |
5-chloro-2-nitropyridine
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / hydrogen; sulfuric acid / ethanol / 25 °C / Electrochemical reaction 2: 78 percent / Bu4NI / dimethylformamide / 5 °C / 760 Torr / Electrochemical reaction View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C 3: base View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: base View Scheme | |
Multi-step reaction with 2 steps 1: POCl3 / dimethylformamide 2: 1.) conc. NaOH solution, 2.) aq. HCl / 1.) heating View Scheme |
3-cyanopyridine N-oxide
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 23 percent / CHCl3 / 4 h / Heating 2: 88 percent / conc. HCl / 6 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: acetic acid 2: aqueous KMnO4 3: aqueous NaOH View Scheme | |
Multi-step reaction with 7 steps 1: acetic acid 2: aqueous KMnO4 3: methanol; HCl 4: acetic acid 5: concentrated aqueous NH3 6: concentrated aqueous NH3 / 130 °C 7: aqueous NaOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous KMnO4 2: aqueous NaOH View Scheme | |
Multi-step reaction with 6 steps 1: aqueous KMnO4 2: methanol; HCl 3: acetic acid 4: concentrated aqueous NH3 5: concentrated aqueous NH3 / 130 °C 6: aqueous NaOH View Scheme |
methyl 6-aminonicotinoate
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: acetic acid 2: concentrated aqueous NH3 3: concentrated aqueous NH3 / 130 °C 4: aqueous NaOH View Scheme |
6-acetamide-nicotinic acid methyl ester
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: concentrated aqueous NH3 2: concentrated aqueous NH3 / 130 °C 3: aqueous NaOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: methanol; N2H4+H2O 2: aqueous HCl; aqueous NaNO2 3: methanol 4: acetic acid; concentrated aqueous HCl View Scheme |
6-hydrazinocarbonyl-nicotinic acid methyl ester
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aqueous HCl; aqueous NaNO2 2: methanol 3: acetic acid; concentrated aqueous HCl View Scheme |
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol 2: acetic acid; concentrated aqueous HCl View Scheme |
6-acetylamino-nicotinic acid amide
6-aminonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: concentrated aqueous NH3 / 130 °C 2: aqueous NaOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: concentrated aqueous NH3 / 170 °C 2: aqueous NaOH View Scheme |
Conditions | Yield |
---|---|
With potassium hydroxide; acetic anhydride; triethylamine |
benzyl 6-aminopyridine-3-carboxylate
6-aminonicotinic acid
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; |
6-aminonicotinic acid
imidazo[1,2-a]pyridine-3,6-dicarboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 0℃; for 18h; Heating / reflux; | 100% |
Conditions | Yield |
---|---|
With hydrogenchloride for 18h; Reflux; | 98% |
With thionyl chloride at 80℃; for 12h; Inert atmosphere; | 89% |
With sulfuric acid at 0 - 80℃; | 81.5% |
Conditions | Yield |
---|---|
Stage #1: 6-aminonicotinic acid; ethanol With thionyl chloride for 72h; Heating; Stage #2: With sodium hydroxide In methanol for 1h; | 97% |
Stage #1: 6-aminonicotinic acid; ethanol With thionyl chloride at 60℃; for 18h; Heating / reflux; Stage #2: With sodium hydrogencarbonate | 95.8% |
Stage #1: 6-aminonicotinic acid; ethanol With thionyl chloride at 0℃; Reflux; Stage #2: With sodium carbonate In water pH=9; | 94% |
6-aminonicotinic acid
1-amino-4-[(tert-butyloxycarbonyl)amino]butane
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 97% |
6-aminonicotinic acid
orthoformic acid triethyl ester
6-(1H-tetrazol-1-yl)nicotinic acid
Conditions | Yield |
---|---|
With sodium azide In neat (no solvent) at 90℃; for 0.7h; Reagent/catalyst; Green chemistry; | 95% |
6-aminonicotinic acid
acetic anhydride
6-(acetylamino)pyridine-3-carboxylic acid
Conditions | Yield |
---|---|
In pyridine at 130℃; for 24h; Acetylation; | 92% |
With pyridine at 130℃; for 16h; | 71% |
With pyridine at 20 - 130℃; | 49% |
With pyridine at 140℃; for 24h; Acidic aqueous solution; | 26% |
With pyridine at 20 - 80℃; for 72h; | 22% |
6-aminonicotinic acid
ethyl-6-amino-nicotinate
Conditions | Yield |
---|---|
In ethanol | 92% |
In hydrogenchloride; ethanol; ethyl acetate |
6-aminonicotinic acid
N,O-dimethylhydroxylamine*hydrochloride
6-amino-N-methoxy-N-methylpyridine-3-carboxamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; | 92% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; | |
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; | 0.61 g |
6-aminonicotinic acid
N-(tert-butoxycarbonyl)-1,7-heptanediamine
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 91% |
6-aminonicotinic acid
Conditions | Yield |
---|---|
With phosphoric acid In methanol at 20℃; for 0.333333h; | 90% |
6-aminonicotinic acid
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol under 1499.7 Torr; for 2h; Ambient temperature; | 89.7% |
6-aminonicotinic acid
(E)-diethyl 1-((4,8-dimethylnona-3,7-dienyl)(ethoxy)phosphoryl)vinylphosphonate
C25H42N2O7P2
Conditions | Yield |
---|---|
In toluene at 50℃; for 5h; | 85% |
6-aminonicotinic acid
2-{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}-N-methyl-N-[3-(methylamino)propyl]acetamide
6-amino-N-(3-[(([(2S)-1'-{2-[(5R)-3-[3,5-bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy)acetyl)(methyl)amino]propyl)-N-methylnicotinamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; | 85% |
6-aminonicotinic acid
Conditions | Yield |
---|---|
With nitric acid In methanol at 20℃; for 0.333333h; | 85% |
Conditions | Yield |
---|---|
Stage #1: 6-aminonicotinic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 70℃; for 1.16667h; Stage #2: 4-ethylpiperazine In N,N-dimethyl-formamide at 20℃; | 85% |
Stage #1: 6-aminonicotinic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20 - 70℃; for 1.16667h; Stage #2: 4-ethylpiperazine In N,N-dimethyl-formamide at 20℃; | 85% |
6-aminonicotinic acid
N-Boc-1,3-diaminopropane
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 85% |
6-aminonicotinic acid
tert-butyl N-(6-aminohexyl)carbamate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 85% |
2-chloroethanal
6-aminonicotinic acid
imidazo[1,2-a]pyridin-6-carboxylic acid hydrochloride salt
Conditions | Yield |
---|---|
In ethanol for 8h; Reflux; | 82% |
In ethanol for 8h; Reflux; | 82% |
In ethanol for 8h; Reflux; | 82% |
In ethanol for 8h; Reflux; | 82% |
Conditions | Yield |
---|---|
In ethanol for 8h; Reflux; | 82% |
In ethanol for 8h; Reflux; | 82% |
6-aminonicotinic acid
1,3,5-triethyl-2,4,6-tris(aminomethyl)benzene
Conditions | Yield |
---|---|
Stage #1: 6-aminonicotinic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl-formamide for 0.0833333h; Stage #2: 1,3,5-triethyl-2,4,6-tris(aminomethyl)benzene With triethylamine In dichloromethane at 20℃; for 2h; | 82% |
6-aminonicotinic acid
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 24h; | 81% |
6-aminonicotinic acid
Conditions | Yield |
---|---|
With hydrogen bromide In methanol at 20℃; for 0.333333h; | 80% |
6-aminonicotinic acid
6,6-difluoro-5-methyl-5-hexenyl methanesulfonate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide) at 100℃; for 3h; | 78% |
6-aminonicotinic acid
Conditions | Yield |
---|---|
Stage #1: 3-(carboxymethylthio)-2,3-dihydro-2-(phenylmethyl)-1H-isoindol-1-one With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 0.5h; Stage #2: 6-aminonicotinic acid With pyridine In tetrahydrofuran; dichloromethane at 20℃; for 4h; | 77% |
morpholine
6-aminonicotinic acid
(6-aminopyridin-3-yl)(morpholin-4-yl)methanone
Conditions | Yield |
---|---|
Stage #1: 6-aminonicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h; Stage #2: morpholine With pyridine In dichloromethane at 0 - 20℃; Stage #3: With ethylenediamine In ethanol; dichloromethane for 0.5h; Reflux; | 72.5% |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; | 66% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethanol for 18h; | 30% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane; N,N-dimethyl-formamide for 16h; | 72% |
6-aminonicotinic acid
(6-amino-3-pyridinyl)methanol
Conditions | Yield |
---|---|
Stage #1: 6-aminonicotinic acid With ethanol; sulfuric acid for 16h; Heating / reflux; Stage #2: With sodium carbonate In ethanol; water Stage #3: With sodium hydroxide; lithium aluminium tetrahydride; water more than 3 stages; | 72% |
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; | |
Stage #1: 6-aminonicotinic acid With borane-THF In tetrahydrofuran for 4h; Heating / reflux; Stage #2: With hydrogenchloride; methanol; water In tetrahydrofuran at 80℃; for 1h; Stage #3: With sodium hydroxide; water In tetrahydrofuran; methanol |
Conditions | Yield |
---|---|
Stage #1: 6-aminonicotinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: tert-butylamine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h; | 71% |
Molecular structure of 6-Aminonicotinic acid (CAS NO.3167-49-5) is:
Product Name: 6-Aminonicotinic acid
CAS Registry Number: 3167-49-5
IUPAC Name: 6-aminopyridine-3-carboxylic acid
Molecular Weight: 138.12404 [g/mol]
Molecular Formula: C6H6N2O2
XLogP3: 1.4
H-Bond Donor: 2
H-Bond Acceptor: 4
EINECS: 221-630-4
Melting Point: >300 °C(lit.)
Surface Tension: 77.7 dyne/cm
Water Solubility: ca 1.0 g/L (20 °C)
Density: 1.417 g/cm3
Flash Point: 179.8 °C
Enthalpy of Vaporization: 65.5 kJ/mol
Boiling Point: 373.6 °C at 760 mmHg
Vapour Pressure: 3.03E-06 mmHg at 25°C
Product Categories: Aminoacid;Amines;blocks;Carboxes;Pyridines;Pyridine;pyridine derivative;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Pyridine series;Carboxylic Acids;Organic acids;Chemical Amines;Heterocycles;Carboxylic Acids
6-Aminonicotinic acid (CAS NO.3167-49-5)is used as an intermediate for feed additives,agrochemcials,pharmaceuticals and animal food enrichments. It is used for the prophylaxis. Their derivatives are used for these effects.It acts to reduce plasma cholesterol,as a vasodilator and to treat pellagra.
Hazard Codes: Xi, T
Risk Statements: 36/37/38-23/24/25
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-45-36/37/39-26
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
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.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
Hazard Note: Irritant
TSCA: T
HazardClass: IRRITANT
6-Aminonicotinic acid , its cas register number is 3167-49-5. It also can be called 2-Amino-5-carboxypyridine ; 2-Amino-5-pyridinecarboxylic acid ; 6-Aminopyridine-3-carboxylic acid .It is a light yellow cryst.
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