Sulfuryl chloride → HCID 15010168, Verbindung

HRID 1651689Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1651689
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][CH:10]=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1.S(Cl)([Cl:18])(=O)=O>C(O)(=O)C>[Cl:18][C:10]1[NH:9][C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[C:12]([C:13]#[N:14])[CH:11]=1

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 146232102-(4-Chlorophenyl)-1H-pyrrole-3-carbonitrile

Produkt 1

HCID 15010168HCID 15010168, VerbindungAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a 35° C. magnetically stirred solution of 2.40 g (11.8 mmol., 1.00 equivalent) of 2-(p-chlorophenyl)pyrrole-3-carbonitrile, and 65 mL of glacial acetic acid is added dropwise by syringe 0.75 mL (1.26 g, 9.34 mmol., 0.79 equivalent) of sulfuryl chloride over a period of 5 minutes. Approximately 5 minutes after the completion of the addition, a solid precipitated out of the reaction solution. After stirring at room temperature for 45 minutes, the reaction mixture is filtered and the collected solid is washed well with cold acetic acid to give 2.08 g (74% crude yield) of an off-white solid. This solid is recrystallized from 75 mL of hot acetic acid to give 1.63 g (58% yield) of 97 wt % pure. Product mp 258.5°-261° C.

Aufarbeitung

  1. additionApproximately 5 minutes after the completion of the addition
  2. customa solid precipitated out of the reaction solution
  3. filtrationthe reaction mixture is filtered
  4. washthe collected solid is washed well with cold acetic acid
  5. customto give 2.08 g (74% crude yield) of an off-white solid
  6. customThis solid is recrystallized from 75 mL of hot acetic acid
  7. customto give 1.63 g (58% yield) of 97 wt % pure

Quellen und Nachweise

ORD-Eintrag
ord-18aebeb4a143467796d30e74c021fd87
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04929634

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