Reaktion #5710

Reaktionsgleichung

indole

4-(2-aminoethyl)benzenesulfonamide

acetic acid

methyl glyoxylate

→

title compound

α-[2-(4-Aminosulfonylphenyl)ethylamino]-3-indoleacetic acid Hydrate

Lösungsmittel

MeOH

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeInitially a solution was obtained
2. 2
   SonstigeSoon solid began separating
3. 3
   FiltrationThe solid was collected by filtration
4. 4
   Waschenwashed with ether
5. 5
   Sonstigedried

Vorschrift

To a stirred solution of 6.01 g (0.03 mmole) of 4-(2-aminoethyl)benzenesulfonamide and 2.5 mL (2.62 g 0.044 mole) of acetic acid in 150 mL of MeOH was added a solution of 2.64 g (0.03 mole) of methyl glyoxylate in 50 mL of MeOH followed by 2.93 g (0.025 mole) of indole. Initially a solution was obtained. Soon solid began separating. The resulting mixture was allowed to stand for four days. The solid was collected by filtration, washed with ether and dried give 3.72 g (38%) of the title compound as a buff solid, m.p. 226° C. (dec). The solid insoluble in CH2Cl2, MeOH, DMSO, DMF and acetic acid.

Quelle