Ammonia → 3-Cyanobenzene-1-sulfonamide

HRID 219573

Reaktionsgleichung

Reaktionsgleichung von HRID 219573
[NH3:1].[C:2]([C:4]1[CH:5]=[C:6]([S:10](Cl)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)#[N:3]>O1CCOCC1>[C:2]([C:4]1[CH:5]=[C:6]([S:10]([NH2:1])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)#[N:3]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 28013603-Cyanobenzene-1-sulfonyl chloride

Produkt 1

HCID 28087183-Cyanobenzene-1-sulfonamideAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of ammonia in dioxane (0.5 M in dioxane; 50 mL; 25 mmol) was added a solution of 3-cyanobenzene-1-sulfonyl chloride (ABCR; 605 mg; 3 mmol) in dioxane (10 mL) and the mixture was allowed to stir at RT for 30 min. The solvent was removed in vacuo to give the title compound as a white solid (450 mg; 82%). 1H NMR: (DMSO-d6, 400 MHz) δ 8.25 (1H, t, J=1.7 Hz), 8.18-8.12 (2H, m), 7.85 (1H, t, J=7.9 Hz), 7.63 (2H, br s). LC/MS (Method C): 181 (M+H)+. HPLC (Method E) Rt 2.42 min (Purity: 99.3%).

Aufarbeitung

  1. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5a317e82ec444d88a1a125daa48e81a7
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202856B2

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