2-chloro-6-methoxybenzo[d]oxazole synthesis

6synthesis methods

Product Name:2-chloro-6-methoxybenzo[d]oxazole
CAS Number:93794-39-9
Molecular formula:C8H6ClNO2
Molecular Weight:183.59

13895-04-0
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93794-39-9
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Yield:93794-39-9 92%

Reaction Conditions:

with thionyl chloride;N,N-dimethyl-formamide at 20; for 0.166667 h;Product distribution / selectivity;

Steps:

25 Compound 25:

Finally, pure 2-mercapto-6-methoxybenzoxazole (4.0 g, 22.2 mmol) was dissolved in thionyl chloride (15 mL). DMF (1 mL) was added to the solution and the reaction mixture was stirred at r.t for 10 min. The solvent was removed under reduced pressure. The crude product was dissolved in ethyl acetate, washed with water, dried over Na₂SO₄, and concentrated to give crude 2-chloro-6-methoxybenzoxazole, which was purified by chromatography with petroleum ether/ethylacetate (3:1 v/v) to afford 2-chloro-6-methoxybenzoxazole, compound 25, (3.7 g, yield 92%).

References:

US2011/224269,2011,A1 Location in patent:Page/Page column 21

140-90-9 Synthesis