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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77982Generated: October 29, 2026

Nitromethane → (4-((E)-2-nitro-vinyl)-phenyl)-phenyl-amine

https://huagongshe.com/reaction/77982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitromethaneHCID 6375—
ReactantAmmonium AcetateHCID 517165—
ReactantBenzaldehyde, 4-(phenylamino)-HCID 2396509—
SolventAcetic AcidHCID 176—
Product(4-((E)-2-nitro-vinyl)-phenyl)-phenyl-amineHCID 5925542187.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-phenylamino-benzaldehyde (3 g, 15.2 mmol) described in Manufacturing Example 69-1-1, nitromethane (1.63 mL, 30.4 mmol), ammonium acetate (1.76 g, 22.8 mmol) and acetic acid (30 mL) was stirred for 6 hours at 100° C. This mixture was cooled to room temperature, concentrated under a reduced pressure, and diluted with ethyl acetate. The organic layer was 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 (3.2 g). This compound was used in the following reaction without being purified.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-223410b1884b4d44972501ecd95b9531
Source noteuspto-grants-2014_09