| Identification | More | [Name]
2,3-Diaminophenol | [CAS]
59649-56-8 | [Synonyms]
2,3-DIAMINOPHENOL
2,3-Diaminophenolsulfate | [Molecular Formula]
C6H8N2O | [MDL Number]
MFCD00075199 | [Molecular Weight]
124.14 | [MOL File]
59649-56-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White to beige crystalline powder | [Melting point ]
161-165 °C (lit.) | [Boiling point ]
303.6±27.0 °C(Predicted) | [density ]
1.343±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
Granular or Crystalline Powder or Crystals | [pka]
9.81±0.10(Predicted) | [color ]
White | [CAS DataBase Reference]
59649-56-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 3259 8/PG 2
| [WGK Germany ]
3
| [HS Code ]
29222990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to beige crystalline powder | [Uses]
2,3-Diaminophenol was used:
- in one-pot microwave assisted synthesis of amino-1,5-benzoxazepines and hydroxyl-1,5-benzodiazepines
- in the electrosynthesis of poly(2,3-diaminophenol) via electro-oxidation
- in a synthesis of tetradentate Schiff base complexes via reaction with salicylaldehyde or 5-bromosalicylaldehyde and metals such as Mn(III), Ni(II) and Cu(II)
| [General Description]
2,3-Diaminophenol is an aromatic diamine and forms Pd(II) and Pt(II) complexes. 2,3-Diaminophenol reacts with 2,4-pentanedione to yield the corresponding benzo[b][1,4]diazepinium salts. 2,3-Diaminophenol reacts with salicylaldehyde or 5-bromosalicylaldehyde in absolute ethanol to yield new unsymmetrical Schiff base. | [Synthesis]
Example 1: 11-(3-Chlorophenyl)-6-hydroxy-3,3-dimethyl-2,3,4,5,10,11-hexahydro-dibenzo[e][1,4]diaza? Synthesis of 2-amino-dibenzo[e][1,4]diazepine-1-one
Step 1: A mixture of 2-amino-3-nitrophenol (10.0 g, 64.9 mmol) with 10% Pd/C catalyst in ethanol (150 mL) was hydrogenated for 12 h at room temperature. Upon completion of the reaction, the reaction mixture was degassed with nitrogen followed by filtration to remove the catalyst and washing the catalyst well with ethanol. The filtrate was evaporated to afford 8.0 g (99% yield) of the target product 2,3-diaminophenol as a black solid. | [References]
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 8, p. 3309 - 3324
[2] Patent: WO2008/99019, 2008, A1. Location in patent: Page/Page column 49
[3] Patent: WO2008/99022, 2008, A1. Location in patent: Page/Page column 37-38
[4] European Journal of Medicinal Chemistry, 2018, vol. 157, p. 380 - 396
[5] Helvetica Chimica Acta, 1951, vol. 34, p. 427,429 |
|
|