1,2,3-Benzothiadiazole-7-carboxylic acid, methyl ester → Methyl 3-amino-2-mercaptobenzoate

HRID 844600

Reaktionsgleichung

Reaktionsgleichung von HRID 844600
[S:1]1[C:5]2[C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=N1>O1CCOCC1.[Pd]>[NH2:3][C:4]1[C:5]([SH:1])=[C:6]([CH:7]=[CH:8][CH:9]=1)[C:10]([O:12][CH3:13])=[O:11]

Komponenten

4

Edukt 1

HCID 1794011,2,3-Benzothiadiazole-7-carboxylic acid, methyl ester

Produkt 1

HCID 18377608Methyl 3-amino-2-mercaptobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 1 g of methyl benzo-1,2,3-thiadiazole-7-carboxylate in 40 ml of dioxane is hydrogenated over 0.5 g of palladium-on-charcoal (5%) at 160° C. under an initial pressure of 150 bar. After the starting substance has reacted completely, the catalyst is filtered off and rinsed with dioxane, the filtrate is evaporated, avoiding contact with air, and the residue is purified over silica gel (hexane/ethyl acetate (6:4)). The title compound of melting point 174-175° C. is obtained by this procedure.

Aufarbeitung

  1. customAfter the starting substance has reacted completely
  2. filtrationthe catalyst is filtered off
  3. washrinsed with dioxane
  4. customthe filtrate is evaporated
  5. customthe residue is purified over silica gel (hexane/ethyl acetate (6:4))

Quellen und Nachweise

ORD-Eintrag
ord-8113f4e5c38e44d1afa6f969d5450162
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380422B1

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