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ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >Other amino acid derivatives >7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE

7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE

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Products Intro: CAS:1931-44-8
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Products Intro: Product Name:7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE
CAS:1931-44-8
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Products Intro: Product Name:7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE
CAS:1931-44-8
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Products Intro: Product Name:7-Amino-1,8-naphthyridin-2(8H)-one
CAS:1931-44-8
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Products Intro: Product Name:7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE
CAS:1931-44-8
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7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE Basic information
Product Name:7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE
Synonyms:2-AMino-1,8-naphthyridin-7-ol;7-AMino-1,8-naphthyridin-2-one;7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE;7-AMINO-1,8-NAPHTHYRIDIN-2-OL;7-amino-1,8-naphthyridin-2(1H)-one;2-AMINO-7-HYDROXY-1,8-NAPHTHYRIDINE;7-Amino-1,2-dihydro-1,8-naphthyridine-2-one;7-amino-1,8-naphthyridin-2(1H)-one(SALTDATA: FREE)
CAS:1931-44-8
MF:C8H7N3O
MW:161.16
EINECS:217-688-5
Product Categories:Amines;Aromatics;Heterocycles
Mol File:1931-44-8.mol
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE Structure
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE Chemical Properties
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
pka3.39±0.20(Predicted)
color Dark Yellow to Yellow-Brown
InChIInChI=1S/C8H7N3O/c9-6-3-1-5-2-4-7(12)11-8(5)10-6/h1-4H,(H3,9,10,11,12)
InChIKeyNSPQTGOJGZXAJM-UHFFFAOYSA-N
SMILESN1C2C(=CC=C(N)N=2)C=CC1=O
Safety Information
Hazard Codes Xn
Risk Statements 22
MSDS Information
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE Usage And Synthesis
Chemical PropertiesYellow-Brown Solid
Synthesis
2,6-Diaminopyridine

141-86-6

DL-Malic acid

617-48-1

7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE

1931-44-8

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
7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE Preparation Products And Raw materials
Raw materials2,6-Diaminopyridine-->DL-Malic acid
Tag:7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE(1931-44-8) Related Product Information
1,8-NAPHTHYRIDIN-2(8H)-ONE AURORA KA-3607 2-(7-AMINO-2-HYDROXY[1,8]NAPHTHYRIDIN-4-YL)-ACETIC ACID 7-AMINO-1,8-NAPHTHYRIDIN-2(1H)-ONE SULFATE AURORA KA-3603 7-AMINO-1,8-NAPHTHYRIDIN-2(8H)-ONE 7-(dimethylamino)-4-methoxy-1-methyl-1,8-naphthyridin-2(1H)-one 2-HYDROXY-7-N-PHTHALIMIDYL-1,8-NAPHTHYRIDINE 7-AMINO-2-HYDROXY-1,8-NAPHTHYRIDINE-4-CARBOXYLIC ACID 7-AMINO-4-METHYL-1H-[1,8]NAPHTHYRIDIN-2-ONE 7-amino-4-methyl-1,8-naphthyridin-2-ol

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