Lithium Hydroxide → 2-(2,6-Dihydroxyphenyl)-4-thiazoleacetic Acid

Participants

Reaction Steps

The procedure used for the preparation of 5a was repeated with 4b (805 mg, 2.89 mmol) and 2N LiOH (5.1 mL) to provide 5b (680 mg, 94%) as a yellowish solid, which was recrystallized from THF/hexane. mp 210° C. (dec); IR (KBr) 3540-2500 (br), 3256 (br), 1688, 1461, 1230 cm-1 ; 1H NMR (DMSO-d6) δ 3.78 (2H, s, CH2), 6.42 (2H, d, J=8.1 Hz, Ar), 7.08 (1H, t, J=8.1 Hz, Ar), 7.46 (1H, s), 12.21 (2H, s, OH), 12.47 (1H, br s, CO2H); FDMS m/z 251 (M+), 252 (M+ +1); Anal. Calcd for C11H9NO4S: C, 52.58; H, 3.61; N, 5.57. Found: C, 52.36; H, 3.57; N, 5.38.

Provenance & Evidence