ChemicalBook CAS DataBase List 2,3-Dichloroquinoxaline

2,3-Dichloroquinoxaline synthesis

10synthesis methods

Product Name:2,3-Dichloroquinoxaline
CAS Number:2213-63-0
Molecular formula:C8H4Cl2N2
Molecular Weight:199.04

To a stirred solution of quinoxaline-2,3(1H,4H)-dione (5.00 g, 1.0 equiv.), POCl3 was added (20 ml) and refluxed at 100 °C for 3h. After completion of the reaction, as indicated by TLC, the reaction mass was distilled under vaccum and quenched with ice cold water. Off white semi solid was formed and is filtered through buchner funnel under vaccum to yield the 2,3-dichloroquinoxaline in excellent yield.
Preparation of 2,3-Dichloroquinoxaline

Appearance: off white solid; Yield: 92% (5.64g); ESI-MS: (m/z) calcd. for C8H4Cl2N2: 197.98, found: 199.10 [M+H]+.

15804-19-0 Synthesis

15804-19-0
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2213-63-0
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Yield:2213-63-0 98%

Reaction Conditions:

with thionyl chloride;N,N-dimethyl-formamide at 79 - 100; for 1 h;

Steps:

General procedure for the chlorination of dihydroxyquinoxalines in 1-chlorobutane

General procedure: N,N-Dimethylformamide (0.5 mg, 0.0673 mmol) was added dropwise to a slurry of 2,3-dihydroxyquinoxaline (2.0 g,12.3 mmol) and thionyl chloride (2.92 g, 24.6 mmol) in1-chlorobutane (20 mL). The mixture was refluxed for 1h.Then cooled to ambient temperature, the obtained needles were filtered, washed with ethyl ether, and dried.2,3-Dichloroquinoxaline (2a): white needles, yield 98%; mp100-102 °C(lit. 16 m.p. 100-102 °C); FT-IR (KBr, cm-1):3049, 1618, 1562,753; 1H NMR (350 MHz, CDCl3): δ 8.07-8.02 (m, 2H, ArH), 7.85-7.80 (m, 2H, ArH); 13C NMR(CDCl3): 143.3, 140.9, 131.6, 127.8. Anal. Calcd. forC8H4Cl2N2: C, 48.28; H, 2.03; N, 14.07. Found: C, 47.52; H,1.89; N, 14.15.

References:

Bouanane, Zohra;Bounekhel, Mahmoud;Elkolli, Meriem;Takfaoui, Abdelilah [Revue Roumaine de Chimie,2017,vol. 62,# 12,p. 903 - 906]

15804-19-0 Synthesis

15804-19-0
198 suppliers
$11.00/5g

2213-63-0
344 suppliers
$11.00/5g

References

144-62-7 Synthesis