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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846773Generated: November 1, 2026

Dimethylformamide → HCID 58548623, compound

https://huagongshe.com/reaction/1846773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantO-PhenylenediamineHCID 7243—
Reactant4-Hydroxycyclohexanecarboxylic acidHCID 151138—
SolventPyridineHCID 1049—
ProductHCID 58548623HCID 5854862371%

Reaction Conditions

Temperature45 °C

Reaction Steps

4-Hydroxy-cyclohexanecarboxylic acid (2 g, 13.8 mmol) in a mixture of DMF (4 mL) and pyridine (4 mL) was treated with 1,1-carbonyldiimidazole (2.26 g, 213.8 mmol) at RT and the resulting solution was stirred at 45° C. for 2 h. The mixture was treated with benzene-1,2-diamine (1.5 g, 13.8 mmol) and stirred at RT overnight. After completion, the mixture was concentrated and the obtained residue was treated with glacial acetic acid (20 mL) and heated at 110° C. for 0.5 h. The solution was allowed to cool to RT and concentrated to get a residue, which was purified by flash chromatography on silica gel to provide the title compound (3.0 g, 13.0 mmol, 71% yield) as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952037B2
Source datasetuspto-grants-2015_02
ORD IDord-2c8e594e2fc246bda7bfdc70264744f9
Source noteuspto-grants-2015_02