3-Amino-2-chloro-4-methylpyridine

Bezeichnung:3-Amino-2-chloro-4-methylpyridine

CAS-Nr133627-45-9

Englisch Name:3-Amino-2-chloro-4-methylpyridine

CBNumberCB5240863

SummenformelC6H7ClN2

Molgewicht142.59

MOL-Datei133627-45-9.mol

3-Amino-2-chloro-4-methylpyridine physikalisch-chemischer Eigenschaften

Schmelzpunkt	65-70 °C
Siedepunkt	283.3±35.0 °C(Predicted)
Dichte	1.260±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit	Chloroform, Ethanol
pka	3.22±0.10(Predicted)
Aggregatzustand	Crystals
Farbe	Off White
InChI	InChI=1S/C6H7ClN2/c1-4-2-3-9-6(7)5(4)8/h2-3H,8H2,1H3
InChIKey	UOBCYTOUXLAABU-UHFFFAOYSA-N
SMILES	C1(Cl)=NC=CC(C)=C1N
CAS Datenbank	133627-45-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-41-37/38-22
S-Sätze:	26-36/37/39-36-39
RIDADR	UN2811
WGK Germany	3
Hazard Note	Irritant
HazardClass	6.1
PackingGroup	III
HS Code	29333990

Gefahreninformationscode (GHS)

3-Amino-2-chloro-4-methylpyridine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Off White Crystals
Verwenden
3-Amino-2-chloro-4-methylpyridine, also known as CAPIC, is a key intermediate in the production of nevirapine, a non-nucleosidic reverse transcriptase inhibitor that has been established to be clinically useful for the treatment of infection by HIV-1.
synthetische
An improved and commercially valuable process is developed by Ge et al. for the scalable synthesis of 2-chloro-3-amino-4-methylpyridine (CAPIC), a key intermediate of Nevirapine. The synthesis was accomplished in four steps, featuring condensation starting from 4,4-dimethoxyl-2-butanone and cyanoacetamide with ammonium acetate and acetic acid as catalysts. Specifically, a stirred solution of NaOH (15.6 g, 0.39 mol) and water (85 g) at 10 ℃ was added, 10% NaClO (96.8 g, 0.13 mol) and ethanol (80 g). 2-Chloro-3-amido-4- methylpyridine 7 (22 g, 0.13 mol) was added to the reaction mixture, stirring for 1 h. The mixture was heated to 60 ℃ and held for 3 h. After ethanol was removed in a vacuum, the mixture was cooled with an ice-water bath for 15–20 min to precipitate solid. Then, the mixture was filtered, washed with water, and dried to give 15.8 g (85.1% yield) of light yellow solid. 14.7 g of the white solid 2 was obtained via recrystallization in toluene.
Einzelnachweise
[1] Xin Ge. “A concise synthesis of 2-chloro-3-amino-4-methylpyridine.” Research on Chemical Intermediates 37 6 (2011): 599–604.

3-Amino-2-chloro-4-methylpyridine Upstream-Materialien And Downstream Produkte

3-Amino-2-chloro-4-methylpyridine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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