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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44292Generated: October 26, 2026

5-[5-(4-Chloro-phenyl)-2-oxo-6H-[1,3,4]oxadiazin-3-ylmethyl]-3-methyl-sulphanyl-1,3-dihydro-indol-2-one → 5-[5-(4-Chloro-phenyl)-2-oxo-6H-[1,3,4]oxadiazin-3-ylmethyl]-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/44292

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-[5-(4-Chloro-phenyl)-2-oxo-6H-[1,3,4]oxadiazin-3-ylmethyl]-3-methyl-sulphanyl-1,3-dihydro-indol-2-oneHCID 86662432—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product5-[5-(4-Chloro-phenyl)-2-oxo-6H-[1,3,4]oxadiazin-3-ylmethyl]-1,3-dihydro-indol-2-oneHCID 66636185—

Reaction Steps

Powdered Zn (157.3 mmoles) is added to a solution of the compound obtained in Step F (15.73 mmoles) in glacial acetic acid (150 ml). The reaction mixture is stirred for 6 hours and then filtered. The filtrate is evaporated to dryness and then taken up in water (200 ml) and DCM (400 ml). The phases are separated and the aqueous phase is extracted with DCM; the organic phases are combined. The organic phase obtained is washed with water and then with saturated NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness. The residue obtained is recrystallised from ethanol to yield the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541412B2
Source datasetuspto-grants-2013_09
ORD IDord-7cc4830c3a7c45ea9c8d573cb2c82238
Source noteuspto-grants-2013_09