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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525625Generated: October 31, 2026

Acetonitrile → HCID 86695520, compound

https://huagongshe.com/reaction/525625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantHCID 66893740HCID 66893740—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 86695520HCID 8669552043.6%

Reaction Steps

To a solution of Acetonitrile (0.142 g, 3.472 mmol) in dry tetrahydrofuran (10 mL) is added n-butyl lithium (0.222 g, 3.472 mmol) at −78° C. and stir for 30 minutes at same temperature followed by drop wise addition of solution of 2-Methyl-propane-2-sulfinic acid 5-bromo-pyridin-2-ylmethyleneamide (0.5 g, 1.736 mmol) in dry tetrahydrofuran (10 mL) and stirred the reaction at −78° C. for 1 h. Reaction mixture is diluted with aqueous ammonium chloride solution and extracted with ethyl acetate. Organic layer is dried over sodium sulphate, solvent is evaporated in vacuo and purified by combi-flash chromatography using 80% ethyl acetate in hexane to afford the title compound (0.25 g): 1H-NMR (400 MHz, DMSO-d6) δ: 1.17 (s, 9H), 2.93-2.99 (m, 1H), 3.11-3.16 (m, 1H)-4.72-4.78 (m, 1H), 6.09 (d, J=9.24, 1H), 7.64 (d, J=8.44 Hz, 1H), 8.12-8.14 (dd, J1=2.36 Hz, J2=8.4 Hz, 1H), 8.674 (d, 2.24 Hz, 1H). LC-MS (m/z): [M+H]=330.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340564B2
Source datasetuspto-grants-2016_05
ORD IDord-4619b7d6812945c1b4876e3e10dc8993
Source noteuspto-grants-2016_05