| Identification | Back Directory | [Name]
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE | [CAS]
1931-44-8 | [Synonyms]
SURI-002
7-AMINO-1,8-NAPHTHYRIDIN-2-OL
2-AMino-1,8-naphthyridin-7-ol
7-AMino-1,8-naphthyridin-2-one
7-Amino-1,8-naphthyridine-2-ol
7-Amino-8H-1,8-naphthyridin-2-one
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE
7-Amino-1H-[1,8]naphthyridin-2-one
7-amino-1,8-naphthyridin-2(1H)-one
2-AMINO-7-HYDROXY-1,8-NAPHTHYRIDINE
7-Amino-2-hydroxy-1,8-naphthyridine
1,8-Naphthyridin-2(1H)-one, 7-aMino-
7-Amino-1,2-dihydro-1,8-naphthyridine-2-one
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE USP/EP/BP
7-amino-1,8-naphthyridin-2(1H)-one(SALTDATA: FREE) | [EINECS(EC#)]
217-688-5 | [Molecular Formula]
C8H7N3O | [MDL Number]
MFCD08234797 | [MOL File]
1931-44-8.mol | [Molecular Weight]
161.16 |
| Chemical Properties | Back Directory | [Melting point ]
>335°C (dec.) | [Boiling point ]
415.6±38.0 °C(Predicted) | [density ]
1.49±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Methanol (Slightly, Heated) | [form ]
Solid | [pka]
3.39±0.20(Predicted) | [color ]
Dark Yellow to Yellow-Brown | [InChI]
InChI=1S/C8H7N3O/c9-6-3-1-5-2-4-7(12)11-8(5)10-6/h1-4H,(H3,9,10,11,12) | [InChIKey]
NSPQTGOJGZXAJM-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC=C(N)N=2)C=CC1=O |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow-Brown Solid | [Synthesis]
2,6-diaminopyridine (20 g, 0.18 mol) and DL-malic acid (27 g, 0.2 mol) were used as raw materials in a 500 mL three-necked round-bottomed flask equipped with a dosing funnel, thermometer and mechanical stirrer. The mixture was cooled in an ice-water bath, and concentrated sulfuric acid (100 mL) was added slowly dropwise, with the rate of dropwise acceleration controlled to keep the reaction temperature from exceeding 45 °C. Subsequently, the addition funnel was replaced with a reflux condenser and the reaction mixture was heated to 110°C and maintained for 3 hours. Upon completion of the reaction, the solution was transferred to a 1 L beaker, cooled to 0 °C via an ice-water bath, and adjusted to pH=8 by slowly adding aqueous NH4OH (300 mL).The crude product was collected by vacuum filtration and the filter cake was washed with 2 L of water. The solid product was ground with a 1:9 (v:v) water:methanol mixture and collected again by vacuum filtration to afford 7-amino-2-hydroxy-1,8-diazanaphthalene as a tan powder in 25 g (86% yield). The product was structurally confirmed by 1H NMR (500 MHz, DMSO-d6) and 13C NMR (126 MHz, DMSO-d6) as well as mass spectrometry (ESI, CH3OH). | [References]
[1] Journal of Organic Chemistry, 1981, vol. 46, # 5, p. 833 - 839
[2] Organic and Biomolecular Chemistry, 2012, vol. 10, # 13, p. 2578 - 2589
[3] Organic and Biomolecular Chemistry, 2012, vol. 10, # 25, p. 4899 - 4906
[4] Organic and Biomolecular Chemistry, 2012, vol. 10, # 1, p. 90 - 95
[5] Organic and Biomolecular Chemistry, 2014, vol. 12, # 33, p. 6500 - 6506 |
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