2-Amino-3-hydroxypyridine

Bezeichnung:2-Amino-3-hydroxypyridine

CAS-Nr16867-03-1

Englisch Name:2-Amino-3-hydroxypyridine

CBNumberCB0302223

SummenformelC5H6N2O

Molgewicht110.11

MOL-Datei16867-03-1.mol

2-Amino-3-hydroxypyridine physikalisch-chemischer Eigenschaften

Schmelzpunkt	168-172 °C (lit.)
Siedepunkt	206.4°C (rough estimate)
Dichte	1.2111 (rough estimate)
Dampfdruck	0.007-0.28Pa at 20-50℃
Brechungsindex	1.4800 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
pka	5.15±0.10(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	Grayish-beige to brownish
BRN	109868
Kosmetik-Inhaltsstoffe Funktionen	HAIR DYEING
Erinnerung an die inhaltsstoffe	2-Amino-3-hydroxypyridine (16867-03-1)
InChI	1S/C5H6N2O/c6-5-4(8)2-1-3-7-5/h1-3,8H,(H2,6,7)
InChIKey	BMTSZVZQNMNPCT-UHFFFAOYSA-N
SMILES	Nc1ncccc1O
LogP	-0.25 at 23℃ and pH7.02-7.04
Oberflächenspannung	72.6mN/m at 1.053g/L and 20℃
CAS Datenbank	16867-03-1(CAS DataBase Reference)
NIST chemische Informationen	2-Amino-3-hydroxypyridine(16867-03-1)

Sicherheit

Kennzeichnung gefährlicher	Xi,T,Xn
R-Sätze:	36/37/38-25-40
S-Sätze:	26-45-37/39-28A-36-22
RIDADR	UN2811
WGK Germany	3
Hazard Note	Irritant
HazardClass	6.1
PackingGroup	III
HS Code	29333999
Speicherklasse	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral Eye Irrit. 2 Skin Irrit. 2

Gefahreninformationscode (GHS)

2-Amino-3-hydroxypyridine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R25:Giftig beim Verschlucken.
R40:Verdacht auf krebserzeugende Wirkung.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S22:Staub nicht einatmen.
Chemische Eigenschaften
white to light yellow crystal powder
Verwenden
2-Amino-3-hydroxypyridine was used as reagent in reaction of dimethyl acetylenedicarboxylate and triphenylphosphine to yield functionalized coumarins and 1,4-oxazines.
Synthesis Reference(s)
Journal of Heterocyclic Chemistry, 14, p. 203, 1977 DOI: 10.1002/jhet.5570140206
Allgemeine Beschreibung
2-Amino-3-hydroxypyridine forms complexes with number of transition metals. It inhibits the corrosion of aluminium and copper in acidic solutions. It undergoes condensation with 2-hydroxy-1-naphthaldehyde and 2-hydroxybenzaldehyde to form Schiffs bases. It is useful in the preparation of clinical anti-inflammatory analgesics.
Synthese

15128-82-2

16867-03-1

General method: 3-hydroxy-2-nitropyridine (1 eq.), hexafluoroisopropanol (HFIP, 10 eq.) and iron powder (5 eq.) were added to the reaction tube and mixed. Subsequently, 2N aqueous hydrochloric acid solution was slowly added to the reaction mixture. The reaction mixture was stirred at room temperature for 30 minutes and then neutralized with saturated aqueous sodium bicarbonate (NaHCO3) solution. The organic layer was extracted three times with aqueous sodium bicarbonate and combined. The organic layers were subsequently washed with brine, dried over anhydrous sodium sulfate (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford the target product 2-amino-3-hydroxypyridine.
Einzelnachweise
[1] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3646 - 3649
[2] Journal of the Chemical Society, <1957> 4625,
[3] Pharmaceutical Bulletin, 1957, vol. 5, p. 350,352
[4] Biochemical Journal, 1950, vol. 46, p. 506
[5] Patent: US1889303, 1930,

2-Amino-3-hydroxypyridine Upstream-Materialien And Downstream Produkte

2-Amino-3-hydroxypyridine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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