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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234160Generated: October 25, 2026

Water → HCID 57752451, compound

https://huagongshe.com/reaction/2234160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantO-Allylhydroxylamine hydrochlorideHCID 3084724—
Reactant5-Benzylthio-3-chloro-1-methylpyrazole-4-carboxylic acid chlorideHCID 87489965—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57752451HCID 57752451101.5%

Reaction Steps

In a suspension of allyloxyamine hydrochloride (2.3 g, 21 mmol) in tetrahydrofuran (20 ml), 2.9 g (29 mmol) of triethylamine was added at 0° C., stirred at room temperature for 5 minutes and then a solution of 5-benzylthio-3-chloro-1-methylpyrazole-4-carboxylic acid chloride (2.1 g, 7.0 mmol) in tetrahydrofuran (10 ml) was added dropwise. After stirring at room temperature for 1 hour, water (100 ml) was added and extracted with ethyl acetate. The resulting ethyl acetate solution was washed with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate and the solvent was distilled off to obtain the desired product (2.4 g). Oily substance. Proton nuclear magnetic resonance chemical shift values δ (ppm) (in CDCl3) 3.45 (s, 3H), 4.11 (s, 2H), 4.53 (d, J=6.3 Hz, 2H), 5.34-5.45 (m, 2H), 6.00-6.13 (m, 1H), 7.03-7.06 (m, 2H), 7.24-7.28 (m, 3H), 9.14 (brs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709636B2
Source datasetuspto-grants-2010_05
ORD IDord-693485085b0c40a880fcb235b818d466
Source noteuspto-grants-2010_05