Methanol → Methyl 4-sulphamoylbenzoate

HRID 655614Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655614
[NH2:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].S(Cl)(Cl)=O.[CH3:18]O>>[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([O:11][CH3:18])=[O:10])=[CH:12][CH:13]=1)(=[O:3])=[O:4]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 8739CarzenideHCID 24386Thionyl Chloride

Produkt 1

HCID 89847Methyl 4-sulphamoylbenzoateAusbeute 75 %

Versuchsvorschrift

To a suspension of 4-(aminosulfonyl)benzoic acid (500 mg, 2.5 mmol) in MeOH (2 ml) at 0° C. is added thionylchloride (0.2 ml, 7.4 mmol). The reaction mixture is stirred at rt overnight. When TLC confirms the total consumption of the starting acid, the solvent and excess thionyl chloride are removed under reduced pressure to afford 400 mg (75%) of the title compound, which was used in the next step without any further purification. LC/MS: (ES+):215.9, (ES−):214.1.

Aufarbeitung

  1. customthe total consumption of the starting acid
  2. customthe solvent and excess thionyl chloride are removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e6c34b6f574d4834a2b979ebaca7a874
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071597B2

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