4-AMINO-N-(1-PHENYLETHYL)BENZAMIDE synthesis
- Product Name:4-AMINO-N-(1-PHENYLETHYL)BENZAMIDE
- CAS Number:85592-75-2
- Molecular formula:C15H16N2O
- Molecular Weight:240.3
85592-74-1
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Yield:85592-75-2 98%
Reaction Conditions:
Stage #1: p-nitro-N-(1-phenylethyl)benzamidewith tin(II) chloride dihdyrate in ethyl acetate; for 2 h;Reflux;
Stage #2: with sodium hydrogencarbonate in water;ethyl acetate; pH=7 - 8;
Steps:
6.9. General procedure 4: reduction of aromatic nitro compounds30
General procedure: The aromatic nitro compounds are dissolved in ethyl acetate and SnCl2 × 2H2O (1.125 g/mmol) is added. The reaction mixture is heated under reflux for at least 2 h. The reaction is monitored by thin layer chromatography. When the reaction is completed, the batch is cooled. A solution of NaHCO3 is then added until pH 7-8 is reached. The organic layer is separated and the aqueous residue is washed three times with ethyl acetate. The combined organic layers are washed with brine and dried over MgSO4. The solvent is removed in vacuo to obtain the crude product.
References:
Bissinger, Elisabeth-Maria;Heinke, Ralf;Spannhoff, Astrid;Eberlin, Adrien;Metzger, Eric;Cura, Vincent;Hassenboehler, Pierre;Cavarelli, Jean;Schuele, Roland;Bedford, Mark T.;Sippl, Wolfgang;Jung, Manfred [Bioorganic and Medicinal Chemistry,2011,vol. 19,# 12,p. 3717 - 3731] Location in patent:experimental part
