Hydrochloric Acid → Methyl 2-amino-4-{[(methylsulfonyl)amino]methyl}benzoate

HRID 1862596Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1862596
[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([N+:17]([O-])=O)[CH:8]=1)(=[O:4])=[O:3].Cl.[H][H]>CO.[Pd]>[NH2:17][C:9]1[CH:8]=[C:7]([CH2:6][NH:5][S:2]([CH3:1])(=[O:4])=[O:3])[CH:16]=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 22494948HCID 22494948, VerbindungHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 11288376Methyl 2-amino-4-{[(methylsulfonyl)amino]methyl}benzoateAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

13.25 g (46 mmol) of methyl 4-methanesulfonylaminomethyl-2-nitrobenzoate are dissolved in 200 ml of methanol. After addition of 1.4 ml (46 mmol) of concentrated hydrochloric acid and 1 g of Pd catalyst (10% on active charcoal), the mixture is hydrogenated with hydrogen under atmospheric pressure until the hydrogen uptake is complete. The mixture is removed from the catalyst by filtration and the filtrate is concentrated completely. Crystallization of the residue from water yields 10.4 g (88%) of methyl 2-amino-4-methanesulfonylaminomethylbenzoate of melting point 121-122° C.

Aufarbeitung

  1. customThe mixture is removed from the catalyst by filtration
  2. concentrationthe filtrate is concentrated completely
  3. customCrystallization of the residue from water

Quellen und Nachweise

ORD-Eintrag
ord-3589798437004ad794164a3b8670f7d4
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06538150B2

Notizen zur Reaktion

Wird geladen…