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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772605Generated: November 1, 2026

Acetic Acid → 1-[(E)-(4-bromophenyl)methylideneamino]-1-methylurea

https://huagongshe.com/reaction/1772605

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
Reactant4-BromobenzaldehydeHCID 70741—
Reactant1-Amino-1-methylureaHCID 256004—
SolventEthanolHCID 702—
SolventDiethyl EtherHCID 3283—
Product1-[(E)-(4-bromophenyl)methylideneamino]-1-methylureaHCID 11772790297.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-bromobenzaldehyde (4.30 g, 23.2 mmol) in EtOH (40 mL) was added 1-amino-1-methylurea (2.50 g, 28.1 mmol), AcOH (2.5 mL) and H2O (4.5 mL). The resulting solution was stirred at 80° C. overnight. After cooling to rt, Et2O (200 mL) was added. The resulting solids were collected by filtration to obtain compound 10a as a white solid (5.80 g, 97% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C9H10BrN3O: 256.0 (M+H). Found 256.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-15f8ab8311d0499eac52e35711296984
Source noteuspto-grants-2016_02