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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691340Generated: November 1, 2026

Nitromethane → 1-Benzylsulfanyl-4-((E)-2-nitro-vinyl)-benzene

https://huagongshe.com/reaction/1691340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
Reactant4-(Benzylsulfanyl)benzaldehydeHCID 12842460—
SolventAcetic AcidHCID 176—
Product1-Benzylsulfanyl-4-((E)-2-nitro-vinyl)-benzeneHCID 5925533795.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-benzylsulfanyl-benzaldehyde (840 mg 3.68 mmol) described in Manufacturing Example 205-1-2, nitromethane (997 μL, 18.4 mmol), ammonium acetate (567 mg, 7.36 mmol), and acetic acid (10 mL) was stirred for 2 hours at 100° C. This mixture was cooled to room temperature and concentrated under reduced pressure. The residue was partitioned into ethyl acetate and water. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (950 mg). The title compound was used in the following reaction without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-73db8d5d5a984ec792813d14dc600fea
Source noteuspto-grants-2012_04