P-Toluenesulfonylhydrazide → 4-Cyano-2-(2-(3,4-dichlorophenyl)ethylsulfonamido)benzenesulfonamide

HRID 2283317Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2283317
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH2:12])(=[O:11])=[O:10])=[C:5]([NH:13][S:14](/[CH:17]=[CH:18]/[C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=2)(=[O:16])=[O:15])[CH:4]=1)#[N:2].C([O-])(=O)C.[Na+].C1(C)C=CC(S(NN)(=O)=O)=CC=1>O1CCCC1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH2:12])(=[O:10])=[O:11])=[C:5]([NH:13][S:14]([CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=2)(=[O:16])=[O:15])[CH:4]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 15303P-ToluenesulfonylhydrazideHCID 517045Sodium AcetateHCID 57750965(E)-4-Cyano-2-(2-(3,4-dichlorophenyl)vinylsulfonamido)benzenesulfonamide

Produkt 1

HCID 577510914-Cyano-2-(2-(3,4-dichlorophenyl)ethylsulfonamido)benzenesulfonamideAusbeute 4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

(E)-4-Cyano-2-(2-(3,4-dichlorophenyl)vinylsulfonamido)benzenesulfonamide (123 mg, 0.28 mmol), sodium acetate (93 mg, 1.14 mmol) and para-toluenesulfonhydrazide (212 mg, 1.14 mmol) were dissolved in anhydrous tetrahydrofuran (3 mL) in a microwave vial. The vial was capped and evacuated two times with argon. The mixture was heated in a microwave at 180° C. for 15 min. The mixture was filtered and the solvent was evaporated in vacuo. Purification twice by preparative HPLC gave 4.8 mg (4% yield) of the title compound.

Aufarbeitung

  1. customThe vial was capped
  2. customevacuated two times with argon
  3. filtrationThe mixture was filtered
  4. customthe solvent was evaporated in vacuo
  5. customPurification twice by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-224f0dfa8fda4579bc3ee406a3a89493
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09145380B2

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