main applications of 6-chlorobenzoxazole_kain industrial additives

background and overview^[1]

6-chlorobenzoxazole can be used as a pharmaceutical synthesis intermediate. if 6-chlorobenzoxazole is inhaled, please move the patient to fresh air; if there is skin contact, take off contaminated clothing, wash the skin thoroughly with soap and water, and seek medical treatment if you feel unwell; if there is eye contact , you should separate your eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse your mouth immediately, do not induce vomiting, and seek medical attention immediately.

apply^[1]

6-chlorobenzoxazole can be used as a pharmaceutical synthesis intermediate. if the following reaction occurs:

the specific steps are as follows: add 6-chlorobenzoxazole (0.2mmol), α-oxocarboxylic acid 2 (0.6mmol), co(clo4)2·6h2o (7.3mg) to a 35ml oven-dried pressure tube. , 0.02mmol), ag2co3 (165.4mg, 0.6mmol). ) and 3-f-phcf3 (2.0ml). the tube was then sealed and stirred vigorously at 170°c for 24 hours. after cooling to room temperature, the reaction mixture was diluted with dcm (20 ml), filtered through a pad of celite, and the filtrate was concentrated in vacuo. the residue was purified by silica gel flash chromatography (1% ethyl acetate in petroleum ether, v/v) to afford the desired products (3e) and (3f).

(5-methylbenzo[d]oxazol-2-yl)(phenyl)methanone (3e): white solid, 25.0 mg, yield: 53%. 1hnmr (400mhz, cdcl3) δ8. 56(d, j=8.0hz, 2h), 7.75–7.70(m, 2h), 7.60(t, j=7.6hz, 3h), 7.39(d, j=8.4hz, 1h), 2.55(s, 3h ).13cnmr (100mhz, cdcl3) δ180.7, 157.3, 148.7, 141.0, 135.8, 135.1, 134.2, 131.0, 129.9, 128.6, 121.9, 111.2, 21.6.

(5-chlorobenzo[d]oxazol-2-yl)(phenyl)methane (3f): white solid, 44.8mg, yield: 87%.1hnmr (400mhz, cdcl3) δ8.57– 8.55(m, 2h), 7.96(d, j=2.0hz, 1h), 7.73(t, j=7.6hz, 1h), 7.68(d, j=8.8hz, 1h), 7.61(t, j=7.6 hz, 2h), 7.55 (dd, j=8.8, 2.0hz, 1h).13cnmr (100mhz, cdcl3) δ180.2, 158.1, 149.0, 141.7, 134.7, 134.6, 131.3, 131.0, 128.9, 128.7, 122.1, 112.7 .

main reference materials

[1] cobalt-catalyzed decarboxylative 2-benzoylation of oxazoles and thiazoles with alpha-oxocarboxylic acids