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

HRID 1600714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1600714
[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): δ 2.184 (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-3139539d9fe440e4863160f3d890e55f
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05977107

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