Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1480388Generated: October 31, 2026

Sodium Hydroxide → 2-Methoxy-1,3-thiazole-5-carboxylic acid

https://huagongshe.com/reaction/1480388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium MethoxideHCID 10942334—
Reactanttert-Butyl 2-chloro-1,3-thiazole-5-carboxylateHCID 24229786—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product2-Methoxy-1,3-thiazole-5-carboxylic acidHCID 16494897—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of tert-butyl 2-chlorothiazole-5-carboxylate (100 mg, 0.455 mmol) in MeCN (880 μl) and MeOH (880 ul) was added 5.4M NaOMe in MeOH (337 μl, 1.821 mmol) followed by 2M NaOH (881 μl, 1.762 mmol). The reaction mixture was heated to 80° C. overnight and, after cooling to RT, the mixture was evaporated under reduced pressure. The residue was acidified with a minimal volume of 6M aqueous hydrochloric acid. The resulting precipitate was filtered, washed with water and dried in a high vacuum oven overnight to afford the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409895B2
Source datasetuspto-grants-2016_08
ORD IDord-d54a00cbb60c4c57bb0975f2edfc08d4
Source noteuspto-grants-2016_08