Water → 3-amino-N-(3-isopropyl-phenyl)-4-methyl-benzamide

HRID 446265

Reaktionsgleichung

Reaktionsgleichung von HRID 446265
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[N+:11]([O-])=O.O.[CH:15]([C:18]1[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=1)([CH3:17])[CH3:16]>C1COCC1>[NH2:11][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:2]=1[CH3:1])[C:6]([NH:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([CH:15]([CH3:17])[CH3:16])[CH:19]=1)=[O:7]

Komponenten

5

Edukt 3

HCID 962WaterHCID 663234-Methyl-3-nitrobenzoyl chlorideHCID 4586793-Isopropylaniline

Produkt 1

HCID 251022283-amino-N-(3-isopropyl-phenyl)-4-methyl-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-methyl-3-nitro-benzoyl chloride (2.00 g, 0.010 mol) in THF (30 mL), in a water bath-cooled 100 mL round bottom flask, was added 3-isopropyl-phenylamine (1.35 g, 0.010 mol) dropwise. The reaction was allowed to stir at room temperature for 1 hour before being concentrated. The mixture was taken up in EtOAc and washed with NaHCO3 (aq., conc.) and then brine. The solution was dried over MgSO4, filtered, and concentrated to yield the title compound as an orange oil that solidifies upon standing. MS m/z 299=[M+H]+. Calc'd for C17H18N2O3: 298.34.

Aufarbeitung

  1. concentrationbefore being concentrated
  2. washwashed with NaHCO3 (aq., conc.)
  3. dry with materialThe solution was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5de080ae1653465bae986fad0389e8c9
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476434B2

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