Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891698Generated: November 1, 2026

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

https://huagongshe.com/reaction/1891698

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 numberUS08507530B2
Source datasetuspto-grants-2013_08
ORD IDord-f0376b32eaa74e65b5659bb1edf72ad3
Source noteuspto-grants-2013_08