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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339582Generated: October 27, 2026

Sodium hydride → 2-{4-[2-(4-Chloro-3-nitrophenyl)-vinyl]-phenyl}-6-methoxybenzothiazole

https://huagongshe.com/reaction/339582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-3-nitrobenzaldehydeHCID 85505—
ReactantDiethyl 4-(6-methoxybenzothiazol-2-yl)benzylphosphonateHCID 13599215—
SolventTetrahydrofuranHCID 8028—
Product2-{4-[2-(4-Chloro-3-nitrophenyl)-vinyl]-phenyl}-6-methoxybenzothiazoleHCID 6723798546.4%

Reaction Steps

Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 0.077 g, 1.92 mmol), diethyl 4-(6-methoxybenzothiazol-2-yl)benzylphosphonate (0.5 g, 1.28 mmol) and 4-chloro-3-nitrobenzaldehyde (0.26 g, 1.41 mmol) in dry THF (20 ml) to give the title compound (0.251 g, 46%) as pale orange needles after work-up and recrystallisation from 1,2-dichloroethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-0b2f15ff91204b7ca17af982330bed2a
Source noteuspto-grants-2014_11