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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896761Generated: November 2, 2026

Hydrochloric Acid → 5-Nitrobenzo[D]Oxazole-2-Thiol

https://huagongshe.com/reaction/1896761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium ethylxanthateHCID 2735045—
Reactant2-Amino-4-NitrophenolHCID 3613389—
SolventPyridineHCID 1049—
Product5-Nitrobenzo[D]Oxazole-2-ThiolHCID 786293168.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

In accordance with well known procedures, (see Batista-Parra, A. et al. Heterocycles, 2003, 60, 1367), a suspension of 2-amino-4-nitrophenol (1.54 g, 10 mmol) and potassium O-ethyl carbonodithioate (1.68 g, 10.5 mmol) in dry pyridine (10 mL) was stirred at 120° C. for 6 h, and then at room temperature for 16 h. The solution was poured into water and aqueous hydrochloric acid was added. The resulting precipitate was collected by filtration, washed with dilute aqueous hydrochloric acid, followed by water and then dried in the vacuum oven to afford 3.3 g (84%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518980B2
Source datasetuspto-grants-2013_08
ORD IDord-6a0d43e41ac243ff8b3a1c41a3413629
Source noteuspto-grants-2013_08