Water → 3,5-Dichloro-3-(2-methoxyphenyl)indolin-2-one

HRID 552304

Reaktionsgleichung

Reaktionsgleichung von HRID 552304
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[C:9]2(O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23].N1C=CC=CC=1.O>C(Cl)Cl>[Cl:3][C:9]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[O:22][CH3:23])[C:8]2[C:12](=[CH:13][CH:14]=[C:6]([Cl:5])[CH:7]=2)[NH:11][C:10]1=[O:15]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 24386Thionyl ChlorideHCID 219059555-Chloro-3-hydroxy-3-(2-methoxyphenyl)indolin-2-one

Produkt 1

HCID 219059133,5-Dichloro-3-(2-methoxyphenyl)indolin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

38 ml (0.518 mol) thionyl chloride were slowly added by drops to 100 g (0.345 mol) of the intermediate product 1a, 56 ml (0.695 mol) pyridine in 1 l methylene chloride at 0° C., and then stirred for approximately 30 minutes more. Then the reaction mixture was poured on to icy water and the organic phase was separated. This organic phase was then washed with water, dried and concentrated in a vacuum. The residue was treated with toluene a number of times and the organic solvent was removed in a vacuum each time. 79 g of the raw product were obtained and further reacted without further cleaning.

Aufarbeitung

  1. customthe organic phase was separated
  2. washThis organic phase was then washed with water
  3. customdried
  4. concentrationconcentrated in a vacuum
  5. additionThe residue was treated with toluene a number of times
  6. customthe organic solvent was removed in a vacuum each time

Quellen und Nachweise

ORD-Eintrag
ord-6fd1ca05de294db6a5c76e158bcc37e6
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951807B2

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