Sodium Glycinate → n-(5'-Chloro-4'-methyl-2'-nitrophenyl)glycine sodium salt

HRID 1781004

Reaktionsgleichung

Reaktionsgleichung von HRID 1781004
[Cl:1][C:2]1[CH:7]=[C:6](F)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH3:12].[NH2:13][CH2:14][C:15]([O-:17])=[O:16].[Na+:18]>CN(C=O)C.O>[Na+:18].[Cl:1][C:2]1[C:3]([CH3:12])=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH:13][CH2:14][C:15]([O-:17])=[O:16])[CH:7]=1

Komponenten

5

Edukt 2

HCID 4684308Sodium GlycinateHCID 101039792-Chloro-4-fluoro-5-nitrotoluene

Produkt 1

HCID 21190047n-(5'-Chloro-4'-methyl-2'-nitrophenyl)glycine sodium salt

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a stirred solution of 2-chloro-4-fluoro-5-nitrotoluene (2.080 g, 10.97 mmol, as prepared above) in DMF (11.0 mL) at 70° C., was added dropwise, a solution of sodium glycinate (1.065 g, 10.97 mmol, Aldrich, used as received) in water (11.0 mL). The resulting suspension was stirred overnight at 70° C., cooled to room temperature, and the resulting red solid was filtered, washed with acetone (35 mL), and dried under vacuum to give 1.005 g (37%) of the pure (1H NMR) title compound as a red powder; 1H NMR (DMSO-d6): δ2.184 (s, 3H), 3.396 (d, 2H, J=4.2 Hz), 6.852 (s, 1H), 7.991 (s, 1H), 8.671 (s, 1H).

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationthe resulting red solid was filtered
  3. washwashed with acetone (35 mL)
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ad3a05284c3544a09486d2295e29d42a
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05631373

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