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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693936Generated: November 1, 2026

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

https://huagongshe.com/reaction/1693936

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 numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-b3ec3f175f9e4d348cf084483315b481
Source noteuspto-grants-2012_04