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The N-(3, 5-Dichlorophenyl) naphthaldimine was obtained from the reaction of 2-hy- droxynaphthalene-l-carbaldehyde (0.01 mol) with a solution of 2-bromo-4-methylaniline (0.01 mol) in 40 ml of ethanol. Reaction of 2-bromo-4-methylaniline was quite clean, albeit 3,4-diaminotoluene was isolated just in 37% yield after flash chromatography on silica gel. The bromomethylquinoline starting material 16 was synthesized in two steps using an optimized process route by condensing 2-bromo-4-methylaniline.
Renee Aspiotis,; Denis Deschênes,; Daniel Dubé,; Yves Girard,; Zheng Huang,; France Laliberté,; Susana Liu,; Robert Papp,; Donald W. Nicholson,; Robert N. Young.The discovery and synthesis of highly potent subtype selective phosphodiesterase 4D inhibitors. Bioorganic & Medicinal Chemistry Letters 2010, 20(18), 5502-5505.
A. Elmali,; Y. Elerman,; I. Svoboda and H. Fuess. N-(3,5-Dichlorophenyl)naphthaldimine. Acta Cryst.. 1998, c54 974-976.
Hazard Statements: H301+H311+H331-H315-H319-H335-H373
Toxic if swallowed. Toxic in contact with skin. Toxic if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May cause damage to organs through prolonged or repeated exposure.
Precautionary Statements: P260-P264b-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P311-P312-P314-P330-P332+P313-P337+P313-P361-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. Get medical advice/attention if you feel unwell. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Remove/Take off immediately all contaminated clothing. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant