StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

3-Chlorobenzoic Acid → 5-Benzenesulfinyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole

HRID 1648692
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1648692
[C:1]1([S:7][C:8]2[CH:31]=[CH:30][C:11]3=[N:12][N:13]([C:15]4[CH:20]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:18]=[C:17]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:16]=4[OH:29])[N:14]=[C:10]3[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC1C=C(C=CC=1)C(OO)=[O:37].ClC1C=C(C=CC=1)C(O)=O>C(Cl)Cl>[C:1]1([S:7]([C:8]2[CH:31]=[CH:30][C:11]3=[N:12][N:13]([C:15]4[CH:20]=[C:19]([C:21]([CH3:24])([CH3:22])[CH3:23])[CH:18]=[C:17]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:16]=4[OH:29])[N:14]=[C:10]3[CH:9]=2)=[O:37])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 4473-Chlorobenzoic AcidHCID 70297m-Chloroperbenzoic acidHCID 193491505-Phenylthio-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole

Produkt 1

HCID 193491565-Benzenesulfinyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazoleAusbeute 87,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel
2×

Versuchsvorschrift

A solution of 10.8 g (0.025 mole) of 5-phenylthio-2-(2-hydroxy-3,5-di-tert-butyl-phenyl)-2H-benzotriazole, prepared in Example 2, in 80 mL of methylene chloride is cooled to 3°-5° C. Over a period of 30 min. is added a solution of 5.1 g (0.025 mole) of m-chloroperoxybenzoic acid (MCPBA) 85% in 80 mL of methylene chloride at 3°-5° C. The reaction is stirred for 2 hours at 0°-5° C. with precipitation of m-chlorobenzoic acid. The starting material is shown to be absent. Upon removal of the solvent the residue is dissolved in 200 mL of toluene, m-chlorobenzoic acid is removed by filtration and subsequent washing with 10% aqueous sodium carbonate solution and water. The toluene solution is dried over anhydrous magnesium sulfate, filtered and the solvent removed. The resulting amorphous residue is dissolved in 60 mL of petroleum ether and crystallized. Filtration and washing of the crystals with cold petroleum ether affords 9.8 g (87.6% yield) of the title compound as a solid melting at 152°-154° C.

Aufarbeitung

  1. temperatureis cooled to 3°-5° C
  2. customUpon removal of the solvent the residue
  3. dissolutionis dissolved in 200 mL of toluene
  4. customm-chlorobenzoic acid is removed by filtration
  5. washsubsequent washing with 10% aqueous sodium carbonate solution and water
  6. dry with materialThe toluene solution is dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customthe solvent removed
  9. dissolutionThe resulting amorphous residue is dissolved in 60 mL of petroleum ether
  10. customcrystallized
  11. filtrationFiltration
  12. washwashing of the crystals with cold petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-8680e4ae186a4c3cbf7dd1ede40b6c61
Quelldatensatz
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05436349

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion