4-Toluenesulfonyl chloride → HCID 57799630, Verbindung

HRID 2100753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2100753
[OH-].[Na+].[CH3:3][N:4]([CH3:21])[C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][C:15]=1[O:16][CH3:17])[CH2:12][C:11](=[N:18]O)[C:10]2=[O:20])=[O:6].C1(C)C=CC(S(Cl)(=O)=[O:29])=CC=1>O>[C:11]([CH2:12][C:13]1[C:9]([C:10]([OH:20])=[O:29])=[CH:8][C:7]([C:5]([N:4]([CH3:3])[CH3:21])=[O:6])=[C:15]([O:16][CH3:17])[CH:14]=1)#[N:18]

Komponenten

5

Edukt 3

HCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 76608766HCID 76608766, Verbindung

Produkt 1

HCID 57799630HCID 57799630, VerbindungAusbeute 89,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of NaOH (1.6 g, 40.54 mmol) in H2O (30 ml) was added of 2-Hydroxyimino-6-methoxy-3-oxo-indan-5-carboxylic acid dimethylamide (2.8 g, 10.67 mmol). The mixture was heated at 50° C. Then p-Toluenesulfonyl chloride (5.7 g, 30 mmol) was added in portions to the mixture. The mixture was heated at 80° C. for 15 min. After cooling carefully to room temperature, the precipitate (a little) was removed from the mixture. Mother liquid was acidified by concentrated HCl to PH=3-4 and the precipitate was collected and dried to give product (2.5 g, 89.28%). LC-MS: m/e 261 (M−1).

Aufarbeitung

  1. temperatureThe mixture was heated at 80° C. for 15 min
  2. temperatureAfter cooling carefully to room temperature
  3. customthe precipitate (a little) was removed from the mixture
  4. customthe precipitate was collected
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1b188bf0cba84642bf6881c0a01a12ba
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572809B2

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