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| CAS No.: | 141-86-6 |
|---|---|
| Name: | 2,6-Diaminopyridine |
| Article Data: | 40 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H7N3 |
| Molecular Weight: | 109.131 |
| Synonyms: | Pyridine, 2,6-diamino-;DAP;2,6-pyridinediamine;1H-pyridine-2,6-diamine;DAP (amine);pyridine-2,6-diamine;2,6-Diamino Pyridine;Di-ammonium phosphat (DAP);pyridine-2,6-diyldiamine;2,6-Diamino Pyridine,141-86-6; |
| EINECS: | 205-507-2 |
| Density: | 1.251 g/cm3 |
| Melting Point: | 117-122 ºC(lit.) |
| Boiling Point: | 285 ºC at 760 mmHg |
| Flash Point: | 161.3 ºC |
| Solubility: |
water: 9.9 g/100 mL (20 ºC) |
| Appearance: | off-white crystal powder/granuale |
| Hazard Symbols: |
 Xn, T, Xi
|
| Risk Codes: | 22-36/37/38-25 |
| Safety: | 26-45-37/39-28A-36 |
| Transport Information: | 2811 |
| PSA: | 64.93000 |
| LogP: | 1.40840 |
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| Conditions | Yield |
|---|---|
| With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water; ethylene glycol at 110 - 140℃; for 16h; | 96% |
| With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere; | 68% |
| With ammonia; water at 200℃; |
| Conditions | Yield |
|---|---|
| With ammonia In water at 190℃; under 18751.9 Torr; for 6h; | A n/a B 88.9% |
| With ammonium hydroxide at 180℃; | |
| With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine In ethylene glycol at 60℃; for 16h; Inert atmosphere; |
- 70826-08-3
N2,N6-dibenzylpyridine-2,6-diamine
- 141-86-6
2,6-Diaminopyridine
| Conditions | Yield |
|---|---|
| With sulfuric acid for 24h; Ambient temperature; | 82% |
| Conditions | Yield |
|---|---|
| With p-toluidine; sodium amide; decalin In water under 2250.23 Torr; for 0.00555556h; Pressure; Microwave irradiation; | 78% |
| With vaseline oil; sodium amide at 125 - 180℃; | |
| With sodium amide |
- 45644-21-1
6-chloropyridin-2-amine
- 141-86-6
2,6-Diaminopyridine
| Conditions | Yield |
|---|---|
| With ammonia; copper(l) iodide In water at 150℃; under 6050.79 - 21875.9 Torr; for 8h; Product distribution / selectivity; | 69% |
| With ammonium acetate; ammonia; copper(l) iodide In water at 150℃; under 6050.79 - 21875.9 Torr; for 8h; Product distribution / selectivity; | 81 %Chromat. |
- 62679-42-9
N-(2-pyridylmethylene)-2,6-diaminopyridine
A
- 141-86-6
2,6-Diaminopyridine
B
- 76274-25-4
3-(2-pyridylmethylene)-2,6-diaminopyridine
C
- 76274-26-5
3-(6-methyl-2-pyridylmethylene)-2,6-diaminopyridine
D
- 76274-23-2
3-(6-methyl-2-pyridulmethylene)-5-(2-pyridylmethylene)-2,6-diaminopyryridine
| Conditions | Yield |
|---|---|
| With N-(6-methyl-2-pyridylmethylene)-2,6-diaminopyridine at 300℃; for 0.2h; | A 18.3% B 19.4% C 17.7% D 30.7% |
- 70826-10-7
N-(6-methyl-2-pyridylmethylene)-2,6-diaminopyridine
A
- 141-86-6
2,6-Diaminopyridine
B
- 76274-25-4
3-(2-pyridylmethylene)-2,6-diaminopyridine
C
- 76274-26-5
3-(6-methyl-2-pyridylmethylene)-2,6-diaminopyridine
D
- 76274-23-2
3-(6-methyl-2-pyridulmethylene)-5-(2-pyridylmethylene)-2,6-diaminopyryridine
| Conditions | Yield |
|---|---|
| With N-(2-pyridylmethylene)-2,6-diaminopyridine at 300℃; for 0.2h; | A 18.3% B 19.4% C 17.7% D 30.7% |
- 62679-42-9
N-(2-pyridylmethylene)-2,6-diaminopyridine
A
- 141-86-6
2,6-Diaminopyridine
B
- 68752-24-9
3,5-di(2-pyridylmethylene)-2,6-diaminopyryridine
C
- 76274-25-4
3-(2-pyridylmethylene)-2,6-diaminopyridine
| Conditions | Yield |
|---|---|
| at 300℃; for 0.2h; | A 12.1% B 27.5% C 23.3% |
| Conditions | Yield |
|---|---|
| With ammonia; palladium 10% on activated carbon at 200℃; under 87917.5 Torr; for 45h; Product distribution / selectivity; Autoclave; | 17.3% |
| With ammonia; 0.5% Pd on alumina In ethanol at 309℃; Product distribution / selectivity; Gas phase; | |
| With ammonia In ethanol at 160℃; Product distribution / selectivity; |
| Conditions | Yield |
|---|---|
| With ammonia; palladium 10% on activated carbon at 200℃; for 45h; Product distribution / selectivity; | 10% |
| With ammonia; 5%-palladium/activated carbon at 200℃; for 45h; Product distribution / selectivity; | 0.7% |
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Chemistry
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IUPAC Name: Pyridine-2,6-diamine
Molecular Formula: C5H7N3
Molecular Weight: 109.13 g/mol
Canonical SMILES: n1c(cccc1N)N
InChI: InChI=1/C5H7N3/c6-4-2-1-3-5(7)8-4/h1-3H,(H4,6,7,8)
EINECS: 205-507-2
Classification Code: Mutation data
Product Categories: compounds of pyridine; Pyridine; Pyridines derivates; C5; Heterocyclic Building Blocks; Pyridines
XLogP3-AA: 0.2
H-Bond Donor: 2
H-Bond Acceptor: 3
Surface Tension: 70.9 dyne/cm
Density: 1.251 g/cm3
Flash Point: 161.3 °C
Enthalpy of Vaporization: 52.4 kJ/mol
Boiling Point: 285 °C at 760 mmHg
Melting Point: 117-122 °C(lit.)
Water Solubility: 9.9 g/100 mL (20 °C)
Vapour Pressure of 2,6-Diaminopyridine (CAS NO.141-86-6): 0.00288 mmHg at 25 °C
Uses
2,6-Diaminopyridine (CAS NO.141-86-6) is used as an intermediate for the synthesis of analgesic drugs. At abroad, it is mainly used for production of a painkiller-phenazopyridine.
Production
2,6-Diaminopyridine (CAS NO.141-86-6) is synthesized from pyridine or 2-aminopyridine by amination under the more intensity condition.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | Journal of Medicinal Chemistry. Vol. 8, Pg. 296, 1965. | |
| mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00146, |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intravenous and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx .
Hazard Codes: 
Xn,
T,
Xi
Risk Statements: 22-36/37/38-25
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R25: Toxic if swallowed.
Safety Statements: 26-45-37/39-36
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.)
S37/39: Wear suitable gloves and eye/face protection.
S36: Wear suitable protective clothing.
RIDADR: 2811
WGK Germany: 3
RTECS: US7570000
HazardClass: 6.1
PackingGroup of 2,6-Diaminopyridine (CAS NO.141-86-6): II
Standards and Recommendations
PURITY: 99.0% min
WATER: 0.3% max
ASH: 0.1% max
Specification
2,6-Diaminopyridine (CAS NO.141-86-6), its Synonyms are 2,6-Pyridinediamine ; Pyridine, 2,6-diamino- ; Pyridine-2,6-diyldiamine ; DAP (amine) . It is off-white crystal powder/granuale.