Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 5250.42 Torr; for 20h; Hydrogenation; | 98% |
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 10℃; under 760.051 Torr; for 24h; | 97% |
With palladium on activated charcoal; hydrogen In tetrahydrofuran; methanol at 20℃; | 97% |
3-nitro-4-hydrazinopyridine
3,4-diaminopyridine
Conditions | Yield |
---|---|
With hydrogen; nickel In ethanol at 20 - 50℃; under 3102.9 Torr; for 2h; | 94% |
4-(benzylamino)-3-nitropyridine
3,4-diaminopyridine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol at 80℃; under 3102.9 Torr; for 30h; | 76% |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 97 percent / Et3N / acetonitrile / 1 h / 20 °C 2: 72 percent / N2O5 / nitromethane / 0.17 h / 0 °C 3: 96 percent / 2 M aq. HCl / 5 h / 70 °C 4: 98 percent / H2 / 5 percent Pd/C / methanol / 20 h / 20 °C / 5250.42 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 72 percent / N2O5 / nitromethane / 0.17 h / 0 °C 2: 96 percent / 2 M aq. HCl / 5 h / 70 °C 3: 98 percent / H2 / 5 percent Pd/C / methanol / 20 h / 20 °C / 5250.42 Torr View Scheme |
N-(3-nitropyridin-4-yl)acetamide
3,4-diaminopyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 96 percent / 2 M aq. HCl / 5 h / 70 °C 2: 98 percent / H2 / 5 percent Pd/C / methanol / 20 h / 20 °C / 5250.42 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 70 percent / fuming HNO3, fuming H2SO4 / 1,2-dichloro-ethane / 7 h / 80 - 82 °C 2: PCl5 / 1) PCl5, 1,2-dichloroethane, reflux, 6 h , 2) reflux, 1 h 3: 90 percent / N2H4 / acetonitrile / 5 h / Heating 4: 94 percent / H2 / Raney Ni / ethanol / 2 h / 20 - 50 °C / 3102.9 Torr View Scheme | |
Multi-step reaction with 4 steps 1: 70 percent / fuming HNO3, fuming H2SO4 / 1,2-dichloro-ethane / 7 h / 80 - 82 °C 2: PCl5 / 1) PCl5, 1,2-dichloroethane, reflux, 6 h , 2) reflux, 1 h 3: 87 percent / CH3COONH4 / H2O / 7 h / Heating 4: 85 percent / H2 / 5percent Pd/C / methanol / 1.5 h / 20 - 30 °C / 2585.7 Torr View Scheme | |
Multi-step reaction with 4 steps 1: 70 percent / fuming HNO3, fuming H2SO4 / 1,2-dichloro-ethane / 7 h / 80 - 82 °C 2: PCl5 / 1) PCl5, 1,2-dichloroethane, reflux, 6 h , 2) reflux, 1 h 3: 163 g / ethanol / 18 h / Heating 4: 76 percent / H2 / 5percent Pd/C / ethanol / 30 h / 80 °C / 3102.9 Torr View Scheme |
4-ethoxy-3-nitropyridine hydrochloride
3,4-diaminopyridine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / N2H4 / acetonitrile / 5 h / Heating 2: 94 percent / H2 / Raney Ni / ethanol / 2 h / 20 - 50 °C / 3102.9 Torr View Scheme | |
Multi-step reaction with 2 steps 1: 87 percent / CH3COONH4 / H2O / 7 h / Heating 2: 85 percent / H2 / 5percent Pd/C / methanol / 1.5 h / 20 - 30 °C / 2585.7 Torr View Scheme | |
Multi-step reaction with 2 steps 1: 163 g / ethanol / 18 h / Heating 2: 76 percent / H2 / 5percent Pd/C / ethanol / 30 h / 80 °C / 3102.9 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: PCl5 / 1) PCl5, 1,2-dichloroethane, reflux, 6 h , 2) reflux, 1 h 2: 90 percent / N2H4 / acetonitrile / 5 h / Heating 3: 94 percent / H2 / Raney Ni / ethanol / 2 h / 20 - 50 °C / 3102.9 Torr View Scheme | |
Multi-step reaction with 3 steps 1: PCl5 / 1) PCl5, 1,2-dichloroethane, reflux, 6 h , 2) reflux, 1 h 2: 87 percent / CH3COONH4 / H2O / 7 h / Heating 3: 85 percent / H2 / 5percent Pd/C / methanol / 1.5 h / 20 - 30 °C / 2585.7 Torr View Scheme | |
Multi-step reaction with 3 steps 1: PCl5 / 1) PCl5, 1,2-dichloroethane, reflux, 6 h , 2) reflux, 1 h 2: 163 g / ethanol / 18 h / Heating 3: 76 percent / H2 / 5percent Pd/C / ethanol / 30 h / 80 °C / 3102.9 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; potassium nitrate / 6.5 h / 10 - 65 °C 2: sodium sulfide / methanol; water / 0 - 65 °C View Scheme |
Conditions | Yield |
---|---|
In ethanol; water at 110℃; for 1h; Inert atmosphere; Microwave irradiation; | 100% |
In ethanol for 12h; Reflux; | 100% |
In water for 12h; Reflux; | 100% |
3,4-diaminopyridine
di-tert-butyl dicarbonate
(3-Amino-pyridin-4-yl)-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran | 100% |
Stage #1: 3,4-diaminopyridine; di-tert-butyl dicarbonate In dichloromethane at 20℃; Stage #2: With potassium carbonate In dichloromethane regioselective reaction; | 78% |
In dichloromethane at 20℃; | 78% |
In dichloromethane at 20℃; | 75% |
With sodium chloride; potassium carbonate In tetrahydrofuran; water; ethyl acetate | 950 mg (53%) |
Conditions | Yield |
---|---|
Stage #1: 3,4-diaminopyridine; 9-fluorenone-4-carbonyl chloride With triethylamine In dichloromethane for 4h; Stage #2: With hydrogenchloride; trifluoroacetic acid; trifluoroacetic anhydride at 109℃; for 0.333333h; Microwave irradiation; | 100% |
3,4-diaminopyridine
Conditions | Yield |
---|---|
With phosphoric acid In ethanol at 22 - 60.4℃; for 17.5333h; Temperature; Solvent; | 99.7% |
carbon disulfide
3,4-diaminopyridine
1H-imidazo[4,5-c]pyridine-2(3H)-thione
Conditions | Yield |
---|---|
In pyridine for 5h; Heating; | 99% |
With potassium hydroxide In water at 70℃; |
3,4-diaminopyridine
Dimethyl N-(4-chloro-2-benzothiazolyl)-dithiocarbonimidate
(4-Chloro-benzothiazol-2-yl)-(1H-imidazo[4,5-c]pyridin-2-yl)-amine
Conditions | Yield |
---|---|
In various solvent(s) Heating; | 98% |
3,4-diaminopyridine
carbon monoxide
1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one
Conditions | Yield |
---|---|
With selenium In tetrahydrofuran at 100℃; under 22800.7 Torr; for 20h; | 98% |
With selenium 1.) THF, 31 kg/cm2, 100 degC, 20 h, 2.) 25 degC, 1 h; | 96% |
Conditions | Yield |
---|---|
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 3h; Reflux; | 98% |
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux; | 97% |
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux; | 96% |
Conditions | Yield |
---|---|
With boric acid In xylene for 480h; Heating; | 98% |
3,4-diaminopyridine
trifluoroacetic acid
2-Trifluoromethyl-3H-imidazo<4,5-c>pyridine
Conditions | Yield |
---|---|
for 48h; Heating; | 98% |
3,4-diaminopyridine
Thiazole-4-carboxylic acid
4-(1H-imidazo[4,5-c]pyridin-2-yl)thiazole
Conditions | Yield |
---|---|
With PPA at 180℃; for 2h; | 98% |
3,4-diaminopyridine
1,4-dihydro-pyrido[3,4-b]pyrazine-2,3-dione
Conditions | Yield |
---|---|
With oxalic acid In hydrogenchloride | 98% |
3,4-diaminopyridine
1,2-bis(4-fluorophenyl)ethane-1,2-dione
2,3-bis(4-fluorophenyl)pyrido[3,4-b]pyrazine
Conditions | Yield |
---|---|
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux; | 98% |
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 2h; Reflux; | 97% |
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux; | 95% |
With ziconium(IV) oxychloride octahydrate In water at 100℃; for 2.5h; Green chemistry; | 88% |
With mesoporous silica SBA-15 functionalized with Cu(II)-DiAmSar complex In neat (no solvent) at 100℃; for 0.833333h; | 78% |
3,4-diaminopyridine
acenaphthene quinone
acenaphtho[1,2-b]pyrido[3,4-e]pyrazine
Conditions | Yield |
---|---|
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 2h; Reflux; | 98% |
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux; | 96% |
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux; | 96% |
With ziconium(IV) oxychloride octahydrate In water at 100℃; for 2.5h; Green chemistry; | 86% |
With mesoporous silica SBA-15 functionalized with Cu(II)-DiAmSar complex In neat (no solvent) at 100℃; for 0.833333h; | 80% |
3,4-diaminopyridine
9,10-phenanthrenequinone
dibenzo[f,h]pyrido[3,4-b]quinoxaline
Conditions | Yield |
---|---|
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 2h; Reflux; | 98% |
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux; | 97% |
In ethanol for 6h; Reflux; Inert atmosphere; | 95% |
With ziconium(IV) oxychloride octahydrate In water at 100℃; for 2.5h; Green chemistry; | 87% |
With mesoporous silica SBA-15 functionalized with Cu(II)-DiAmSar complex In neat (no solvent) at 100℃; for 0.833333h; | 80% |
3,4-diaminopyridine
methyl 2,2,2-trichloroacetimidate
N-(3-aminopyridin-4-yl)-2,2,2-trichloroacetamide
Conditions | Yield |
---|---|
With trifluoroacetic acid at 0 - 25℃; for 48h; | 98% |
Conditions | Yield |
---|---|
at 140℃; for 48h; | 97% |
Heating; | 87% |
for 12h; Reflux; | 48% |
3,4-diaminopyridine
S,S-Dimethyl N-(2-benzothiazolyl)-carbonimidodithioate
2-(2-benzothiazolylamino)-imidazo<4,5-c>pyridine
Conditions | Yield |
---|---|
In various solvent(s) Heating; | 97% |
Conditions | Yield |
---|---|
With PPA at 160℃; for 3h; | 97% |
Conditions | Yield |
---|---|
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 5h; Reflux; | 97% |
With SBA-15 mesoporous silica supported Fe(III)-Schiff base In water for 2h; Reflux; | 95% |
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux; | 94% |
3,4-diaminopyridine
9,10-phenanthrenequinone
dibenzo[f,h]pyrido[2,3-b]quinoxaline
Conditions | Yield |
---|---|
With Cu(II)-Schiff base/SBA-15 In water for 2h; Reflux; | 97% |
Conditions | Yield |
---|---|
With PPA at 190℃; for 3h; | 96% |
With PPA; Polyphosphoric acid (PPA) at 200℃; for 3.5h; | 84% |
With polyphosphoric acid at 190℃; for 5h; |
Conditions | Yield |
---|---|
With PPA at 190℃; for 3h; | 96% |
With PPA at 180℃; for 3.5h; | 90% |
With polyphosphoric acid at 190℃; for 5h; |
Conditions | Yield |
---|---|
With polyphosphoric acid at 150℃; for 18h; | 96% |
With PPA at 190℃; for 4h; |
Conditions | Yield |
---|---|
In dichloromethane at 20 - 35℃; Sonication; | 96% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Large scale; | 96% |
In acetonitrile at 15 - 25℃; Large scale; | 96% |
Conditions | Yield |
---|---|
With polyphosphoric acid at 130℃; for 16h; | 95.1% |
3,4-diaminopyridine
4-chlorobenzaldehyde
(E)-N(3)-(4-chlorobenzylidene)pyridine-3,4-diamine
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; regioselective reaction; | 95% |
3,4-diaminopyridine
4-nitrobenzaldehdye
(E)-N(3)-(4-nitrobenzylidene)pyridine-3,4-diamine
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; regioselective reaction; | 95% |
Molecular Structure of 3,4-DIAMINOPYRIDINE(54-96-6):
IUPAC Name:pyridine-3,4-diamine
Molecular Formula:C5H7N3
Molecular Weight:109.129180 g/mol
Appearance:light brown crystalline powder
Melting Point:216-218 °C(lit.)
Density:1.251 g/cm3
Flash Point:204.9 °C
Enthalpy of Vaporization:61.61 kJ/mol
Boiling Point:369.3 °C at 760 mmHg
Vapour Pressure:1.2E-05 mmHg at 25 °C
Water Solubility:8.292e+005 mg/L at 25 °C
Merck:14,2986
BRN:110232
EINECS:200-220-9
Synonyms of 3,4-DIAMINOPYRIDINE(54-96-6):
3,4-diamino-pyridin;3,4-pyridinediamine;4,5-diaminopyridine;diamino-3,4pyridine;TIMTEC-BB SBB004341;PYRIDINE-3,4-DIAMINE;DIAMINOPYRIDINE(3,4-);ASINEX-REAG BAS 01447204
Categories of 3,4-DIAMINOPYRIDINE(54-96-6):
Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Amines;Pyridines;Boronic Acid
1. | ipr-mus LD50:20 mg/kg | JMCMAR Journal of Medicinal Chemistry. 8 (1965),296. | ||
2. | scu-mus LD50:35 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 150 (1964),413. | ||
3. | ivn-mus LD50:13 mg/kg | APFRAD Annales Pharmaceutiques Francaises. 26 (1968),345. | ||
4. | orl-bwd LD50:75 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. |
First Aid Measures of 3,4-DIAMINOPYRIDINE(54-96-6):
Eyes:Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:Get medical aid immediately. Wash mouth out with water.
Inhalation:Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Storage of 3,4-DIAMINOPYRIDINE(54-96-6):
Store in a cool, dry place. Store in a tightly closed container.
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