2-Chloro-5-chloromethylthiazole

Bezeichnung:2-Chloro-5-chloromethylthiazole

CAS-Nr105827-91-6

Englisch Name:2-Chloro-5-chloromethylthiazole

CBNumberCB0366188

SummenformelC4H3Cl2NS

Molgewicht168.04

MOL-Datei105827-91-6.mol

2-Chloro-5-chloromethylthiazole physikalisch-chemischer Eigenschaften

Schmelzpunkt	31
Siedepunkt	268.6±32.0 °C(Predicted)
Dichte	1.503±0.06 g/cm3(Predicted)
Brechungsindex	n20/D1.571
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit	soluble in Methanol
pka	0.19±0.10(Predicted)
Farbe	White to Light yellow
BRN	5861439
InChI	InChI=1S/C4H3Cl2NS/c5-1-3-2-7-4(6)8-3/h2H,1H2
InChIKey	VRMUIVKEHJSADG-UHFFFAOYSA-N
SMILES	S1C(CCl)=CN=C1Cl
CAS Datenbank	105827-91-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,N,T
R-Sätze:	36/37/38-51/53-43-34-24-22
S-Sätze:	26-37-61-45-36/37/39
RIDADR	2922
WGK Germany	3
Hazard Note	Irritant
HazardClass	8
PackingGroup	Ⅱ
HS Code	29349990

Gefahreninformationscode (GHS)

2-Chloro-5-chloromethylthiazole 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.
S37:Geeignete Schutzhandschuhe tragen.
Chemische Eigenschaften
White crystal or powder
Verwenden
2-Chloro-5-(chloromethyl)thiazole is a useful synthetic intermediate used in the synthesis of Ritonavir (R535000)
Synthese
To a 2-liter round bottomed flask equipped with a mechanical stirrer, thermometer and a condenser, whose outlet was vented into an aqueous sodium hydroxide trap, was charged the crude mixture of cis- and trans-3-chloropropenyl isothiocyanates (504.2 g, 3.79 mol) and chloroform (600 mL). The mixture was stirred and heated to reflux. Chlorine (267.1 g, 3.77 mole) gas was bubbled under the surface of the reaction over a period of 6-8 h. The conversion of the isothiocyanates to 2-chloro-5- (chloromethyl)thiazole was monitored by GC. When the reaction was shown to be complete by GC analysis, the reaction mixture was cooled and then filtered. The filtrate was concentrated on the rotary evaporator to remove chloroform. Sodium bicarbonate (approximately 0.25 equivalents) was added to the concentrated filtrate, and the product 2-chloro-5-chloromethylthiazole was distilled at 97 °C under vacuum (6mm/Hg). The yield after distillation was 43%. 1 H NMR (CDCl3) δ: 7.3 (s, 1H); 4.6 (s, 2H). 13C NMR (CDCl3) δ: 152.6 (C-2); 140.2 (C-4); 137.5 (C-5); 37.1 (-CH2-).
Einzelnachweise
[1] Patent: CN108484524, 2018, A. Location in patent: Paragraph 0051; 0052; 0053; 0054
[2] Patent: CN105294595, 2016, A. Location in patent: Paragraph 0013; 0014; 0015; 0016; 0017
[3] Journal of Agricultural and Food Chemistry, 2004, vol. 52, # 7, p. 1918 - 1922
[4] Patent: CN107935960, 2018, A. Location in patent: Paragraph 0031-0043
[5] Patent: CN105949145, 2016, A. Location in patent: Paragraph 0045; 0046

2-Chloro-5-chloromethylthiazole Upstream-Materialien And Downstream Produkte

2-Chloro-5-chloromethylthiazole Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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