Diphosgene → 5-Chloro-3-methyl isatoic anhydride

HRID 516528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 516528
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([Cl:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[C:14](OC(Cl)(Cl)Cl)=[O:15]>O1CCOCC1>[Cl:12][C:8]1[CH:9]=[C:10]([CH3:11])[C:2]2[NH:1][C:14](=[O:15])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

Komponenten

4

Edukt 2

HCID 10426DiphosgeneHCID 116440442-Amino-5-chloro-3-methylbenzoic acid2×

Produkt 1

HCID 115502595-Chloro-3-methyl isatoic anhydride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
42 °C

Versuchsvorschrift

To a suspension of 2-amino-3-methyl-5-chlorobenzoic acid (i.e. product of Example 6, Step A) (97 g, 520 mmol) stirred in dry dioxane (750 mL) at room temperature, trichloromethyl chloroformate (63 g, 320 mmol) was added dropwise. The reaction mixture exothermically warmed slowly to 42° C., and the solid almost completely dissolved before a thick suspension formed again. After the suspension was stirred at ambient temperature for 2.5 hours, the title compound was isolated by filtration, washed with ethyl ether, and dried to yield the title product compound, obtained as a white solid (98 g).

Aufarbeitung

  1. dissolutionthe solid almost completely dissolved before a thick suspension
  2. customformed again

Quellen und Nachweise

ORD-Eintrag
ord-51852a3c860c4c90b30fec60ec84575f
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09113630B2

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