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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640888Generated: October 30, 2026

5-Amino-2-methylphenol → N-[3-[3-[(3-hydroxy-4-methylanilino)methylidene]-2-oxo-1H-indole-6-carbonyl]phenyl]acetamide

https://huagongshe.com/reaction/640888

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-methylphenolHCID 17818—
ReactantHCID 178474162HCID 178474162—
SolventTetrahydrofuranHCID 8028—
ProductN-[3-[3-[(3-hydroxy-4-methylanilino)methylidene]-2-oxo-1H-indole-6-carbonyl]phenyl]acetamideHCID 17847415873%

Reaction Conditions

Temperature65 °C

Reaction Steps

A small screw cap test tube was charged with N-[3-(3-Hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-acetamide (as prepared in Example 40, 100 mg, 0.310 mmol) and THF (2 mL). To the resulting solution was added 5-amino-2-methylphenol (42.03 mg, 0.341 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature. Hexanes were added to the reaction mixture. The solid precipitate that formed was washed with ˜1 mL of i-prOH yielding 73% (100 mg, 0.225 mmol) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692005B2
Source datasetuspto-grants-2010_04
ORD IDord-079ccc69c2ed4881a483e1926405d6b8
Source noteuspto-grants-2010_04