2-Chloroaniline → 3-(2-Chloroanilino)-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione

HRID 1743142

Reaktionsgleichung

Reaktionsgleichung von HRID 1743142
C(O[C:4]1[C:5](=[O:17])[C:6](=[O:16])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])C.[Cl:18][C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[NH2:21]>CS(C)=O>[Cl:18][C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[NH:21][C:4]1[C:5](=[O:17])[C:6](=[O:16])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15]

Komponenten

4

Edukt 2

HCID 72402-ChloroanilineHCID 28266183-Ethoxy-4-(2-hydroxyanilino)cyclobut-3-ene-1,2-dione

Produkt 1

HCID 99014283-(2-Chloroanilino)-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

To a solution of 3-ethoxy-4-(2-hydroxyanilino)-cyclobut-3-ene-1,2-dione (50 mg, 0.21 mmol) in DMSO (1.5 mL) was added 2-chloroaniline (0.023 mL, 0.21 mmol) and reaction was stirred at 110° C. overnight. Reaction was purified on HPLC (acetonitrile:water) and product was concentrated down. Solid was dried in vacuo. LC-MS (m/z) 315 (M+).

Aufarbeitung

  1. customReaction
  2. customwas purified on HPLC (acetonitrile:water) and product
  3. concentrationwas concentrated down
  4. customSolid was dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-32c625159c21413b8b4a064347fc92a3
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07008962B2

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