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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45312Generated: October 29, 2026

Hydrochloric Acid → 4-Amino-2-benzamidothiazole-5-carboxylic Acid

https://huagongshe.com/reaction/45312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 4-amino-2-benzamidothiazole-5-carboxylateHCID 86642511—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Amino-2-benzamidothiazole-5-carboxylic AcidHCID 8664251293.3%

Reaction Steps

To a solution of methyl 4-amino-2-benzamidothiazole-5-carboxylate (0.16 g, 0.57 mmol) in tetrahydrofuran (10 mL) and water (5 mL) was added lithium hydroxide monohydrate (0.007 g, 1.60 mmol). The reaction mixture was stirred at ambient temperature for 16 hours and adjusted to pH 5˜6 with 5% hydrochloric acid. The mixture was extracted with ethyl acetate (3×100 mL) and the combined organic extract was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to afford the title compound (0.14 g, 88%); MS (ES+) m/z 263.4 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541457B2
Source datasetuspto-grants-2013_09
ORD IDord-dc619ad999cc4981a0aa6c422f1f4824
Source noteuspto-grants-2013_09