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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190442Generated: October 30, 2026

5-Amino-2-methylphenol → 3-(1-cyanocyclopropyl)-N-(3-hydroxy-4-methylphenyl)benzamide

https://huagongshe.com/reaction/2190442

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-methylphenolHCID 17818—
ReactantOxalyl chlorideHCID 65578—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(1-Cyanocyclopropyl)benzoic acidHCID 57441039—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product3-(1-cyanocyclopropyl)-N-(3-hydroxy-4-methylphenyl)benzamideHCID 6731255787.5%

Reaction Steps

Using 5-amino-2-methylphenol (6.00 g, 48.5 mmol), 3-(1-cyanocyclopropyl)benzoic acid (6.00 g, 48.5 mmol) produced in Example A1(iii), oxalyl chloride (6.40 mL, 73.0 mmol), N,N-dimethylformamide (40 μL), tetrahydrofuran (250 mL), sodium hydrogencarbonate (6.20 g, 73.0 mmol) and water (60 mL) as starting materials, and in the same manner as in Example A32(i), the title compound (12.4 g, 87%) was obtained as a white powder. The title compound was washed with a mixed solvent of ethyl acetate and hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324395B2
Source datasetuspto-grants-2012_12
ORD IDord-9d7c02803abc4c4691af04383fdd01f5
Source noteuspto-grants-2012_12