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ChemicalBook CAS DataBase List MHY 908
1393371-39-5

MHY 908 synthesis

3synthesis methods
-

Yield:1393371-39-5 39.6%

Reaction Conditions:

with sodium acetate;acetic acid for 1 h;Reflux;

Steps:

10.10.3 Example 10-3 Synthesis of 2-(4-(5-chlorobenzo[d]thiazol-2-yl)phenoxy)-2-methylpropanoic acid (Compound 99)

In an acetic acid (0.37 mL) solvent, a mixture including Compound 97c (78.2 mg, 0.38 mmol), 2-amino-4-chlorobenzenethiol (60.0 mg, 0.38 mmol), and sodium acetate (NaOAc) (93.6 mg, 1.13 mmol) was refluxed for 1 hour.
After cooling, the reaction mixture was distributed between ethyl acetate and water, and an organic layer was evaporated under reduced pressure.
The produced precipitate was filtered, and washed with methylene chloride to obtain Compound 99 (46.6 mg, 39.6%).
White solid; a reaction time of 1 hours; a yield of 39.6%; a melting point of 190.8 to 192.0° C.; 1H NMR (400 MHz, DMSO-d6) δ 8.03 (d, 1H, J=8.4 Hz), 7.98 (d, 1H, J=2.0 Hz), 7.92 (d, 2H, J=8.8 Hz), 7.37 (dd, 1H, J=2.0, 8.8 Hz), 6.92 (d, 2H, J=8.8 Hz), 1.55 (s, 6H); 13C NMR (100 MHz, DMSO-d6) δ 175.2, 169.8, 159.0, 155.2, 133.7, 131.9, 129.4, 126.3, 125.8, 124.2, 122.5, 118.9, 79.5, 25.8.

References:

US2014/37564,2014,A1 Location in patent:Paragraph 0289-0290