Formaldehyde → 3-(3-Bromo-4-chlorophenyl)thiazolidin-4-one

HRID 377021Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 377021
[C:1]([OH:5])(=O)[CH2:2][SH:3].[CH2:6]=O.[Br:8][C:9]1[CH:10]=[C:11]([CH:13]=[CH:14][C:15]=1[Cl:16])[NH2:12]>C1(C)C=CC=CC=1>[Br:8][C:9]1[CH:10]=[C:11]([N:12]2[C:1](=[O:5])[CH2:2][S:3][CH2:6]2)[CH:13]=[CH:14][C:15]=1[Cl:16]

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 1133Thioglycolic AcidHCID 128437223-Bromo-4-chloroaniline

Produkt 1

HCID 193607783-(3-Bromo-4-chlorophenyl)thiazolidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Thioglycolic acid (8.65 g) and 37% aqueous formaldehyde (4.6 ml) was added to a stirred solution of 3-bromo-4-chloroaniline (9.73 g) in toluene (50 ml). The mixture was heated to reflux and the water collected in a Dean and Stark apparatus. After 3 hours the mixture was cooled, diluted with toluene then washed with aqueous sodium hydroxide and water. The organic layer was dried (MgSO4) and concentrated to give the subtitle compound as a solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. customthe water collected in a Dean and Stark apparatus
  4. temperatureAfter 3 hours the mixture was cooled
  5. additiondiluted with toluene
  6. washthen washed with aqueous sodium hydroxide and water
  7. dry with materialThe organic layer was dried (MgSO4)
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-55f5dd449ef5494aac677a1f07786f7f
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06022976

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