p-(Methylsulphonyl)benzoic acid → HCID 178504770, Verbindung

HRID 1380407Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1380407
[CH3:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=1[N:22]=[C:23]1[NH:27][CH2:26][CH2:25][NH:24]1>O1CCCC1>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([N:24]2[CH2:25][CH2:26][NH:27][C:23]2=[N:22][C:16]2[C:17]([Cl:21])=[CH:18][CH:19]=[CH:20][C:15]=2[Cl:14])=[O:11])=[CH:12][CH:13]=1)(=[O:3])=[O:4]

Komponenten

4

Edukt 2

HCID 77670p-(Methylsulphonyl)benzoic acidHCID 178478105HCID 178478105, Verbindung

Produkt 1

HCID 178504770HCID 178504770, VerbindungAusbeute 62,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

4.40 g (22 mmoles) of p-methylsulfonylbenzoic acid are dissolved in 70 ml of anhydrous tetrahydrofuran, 3.56 g (22 mmoles) of N,N'-carbonyldiimidazole are added and stirred at room temperature for one hour. A solution of 4.60 g (20 mmoles) of 2-(2,6-dichlorophenylimino)-imidazolidine in 50 ml of anhydrous tetrahydrofuran is added dropwise while stirring further and the mixture is allowed to stand at room temperature for 20 hours. The residue from evaporation is triturated with water, separated off, washed with water, dried and recrystallized from dimethylformamide/water (1:1). 5.15 g (62.5% of theory) of 1-(p-methylsulfonylbenzoyl)-2-(2,6-dichlorophenylimino)-imidazolidine of melting point 240°-244° C. are obtained.

Aufarbeitung

  1. stirringwhile stirring further
  2. waitto stand at room temperature for 20 hours
  3. customThe residue from evaporation
  4. customis triturated with water
  5. customseparated off
  6. washwashed with water
  7. customdried
  8. customrecrystallized from dimethylformamide/water (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-e51cfbd0c539415b84bea64f22f5d64c
Quelldatensatz
uspto-grants-1986_04
Patentnummer
US04581460

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