Phenethylamine → 5-Nitro-2-[(2-phenylethyl)amino]benzoic acid

HRID 982037Notes

Reaction equation

HRID 982037 reaction equation
F[C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:14]1([CH2:20][CH2:21][NH2:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(O)(C)C>CC(N(C)C)=O>[N+:11]([C:8]1[CH:9]=[CH:10][C:2]([NH:22][CH2:21][CH2:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 1001PhenethylamineHCID 3776IsopropanolHCID 2809972-Fluoro-5-nitrobenzoic acid

Product 1

HCID 27255825-Nitro-2-[(2-phenylethyl)amino]benzoic acid

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of 5.6 g of 2-fluoro-5-nitrobenzoic acid and 14.5 g of 2-phenylethylamine in 20 ml of dimethylacetamide is reacted and worked up in analogy to Example 1. Yellow crystals from isopropanol, melting point 116°-118° C.

Sources & evidence

ORD record
ord-d015d60566234c38ae731784bd91bdaa
Source dataset
uspto-grants-1991_02
Patent number
US04994493

Reaction notes

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