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3,4-DIAMINOPYRIDINE
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Name

3,4-DIAMINOPYRIDINE

 EINECS 200-220-9
CAS No. 54-96-6 Density 1.251 g/cm3
PSA 64.93000 LogP 1.40840
Solubility water: 24 g/L (20 °C) Melting Point 216-218 °C(lit.)
Formula C5H7N3 Boiling Point 369.3 °C at 760 mmHg
Molecular Weight 109.131 Flash Point 204.9 °C
Transport Information UN 2811 6.1/PG 2 Appearance brownish to brown-grey crystalline powder
Safety 26-28-36/37/39-45-37/39-28A-36 Risk Codes 25-26-36/37/38
Molecular Structure Molecular Structure of 54-96-6 (3,4-Diaminopyridine) Hazard Symbols VeryT+,ToxicT,IrritantXi
Synonyms

Pyridine, 3,4-diamino-;3,4-pyridinediamine;pyridine-3,4-diamine;3,4-DAP;Diamino-3,4 pyridine;1H-pyridine-3,4-diamine;5-22-11-00266 (Beilstein Handbook Reference);4,5-Diaminopyridine;3,4-Pyridinediamine (9CI);SC10;

Article Data 16

3,4-DIAMINOPYRIDINE Synthetic route

1681-37-4

4-amino-3-nitropyridine

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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%
33544-42-2

3-nitro-4-hydrazinopyridine

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
With hydrogen; nickel In ethanol at 20 - 50℃; under 3102.9 Torr; for 2h;94%
100306-70-5

4-(benzylamino)-3-nitropyridine

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 80℃; under 3102.9 Torr; for 30h;76%
504-24-5

4-aminopyridine

6-(2,6-dichlorophenyl)-2-methanesulfinyl(or sulfonyl)-8-methyl-8H-pyrido<2,3-d>pyrimidin-7-one

6-(2,6-dichlorophenyl)-2-methanesulfinyl(or sulfonyl)-8-methyl-8H-pyrido<2,3-d>pyrimidin-7-one

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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
5221-42-1

4-acetylaminopyridine

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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
79371-42-9

N-(3-nitropyridin-4-yl)acetamide

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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
626-64-2

pyridin-4-ol

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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
94602-04-7

4-ethoxy-3-nitropyridine hydrochloride

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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
5435-54-1

4-hydroxy-3-nitropyridine

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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
504-24-5

4-aminopyridine

54-96-6

3,4-diaminopyridine

Conditions
ConditionsYield
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

3,4-DIAMINOPYRIDINE Chemical Properties

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

3,4-DIAMINOPYRIDINE Toxicity Data With Reference

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.

3,4-DIAMINOPYRIDINE Safety Profile

Safety Information of 3,4-DIAMINOPYRIDINE(54-96-6):
Hazard Codes:T+,T ,Xi
Risk Statements:25-26-36/37/38
Safety Statements:26-28-36/37/39-45-37/39-28A-36
RIDADR:UN 2811 6.1/PG 2
WGK Germany:3
RTECS:US7600000
F:10-23
Hazard Note:Irritant
HazardClass:6.1
PackingGroup:I
HS Code:29333999
Poison by ingestion, intraperitoneal, intravenous, and subcutaneous routes. When heated to decomposition it emits toxic fumes of NOx.

3,4-DIAMINOPYRIDINE Specification

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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