Pyridine → 2,3,4-Trichloro-N-[3-(1H-tetrazol-5-yl)phenyl]benzenesulfonamide

HRID 589680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 589680
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([Cl:9])[CH:5]=[CH:4][C:3]=1[S:10](Cl)(=[O:12])=[O:11].[NH2:14][C:15]1[CH:16]=[C:17]([C:21]2[NH:25][N:24]=[N:23][N:22]=2)[CH:18]=[CH:19][CH:20]=1.N1C=CC=CC=1>C(Cl)Cl>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([Cl:9])[CH:5]=[CH:4][C:3]=1[S:10]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]2[NH:25][N:24]=[N:23][N:22]=2)[CH:16]=1)(=[O:12])=[O:11]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 369042,3,4-Trichlorobenzenesulfonyl chlorideHCID 178507542HCID 178507542, Verbindung

Produkt 1

HCID 1785275052,3,4-Trichloro-N-[3-(1H-tetrazol-5-yl)phenyl]benzenesulfonamideAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2,3,4-trichlorobenzenesulfonyl chloride (15 mg, 0.055 mmol), 5-(3-aminophenyl)tetrazole (8 mg, 0.05 mmol) and dry pyridine (12 μL) in CH2Cl2 (200 μL) was stirred at room temperature over night. The solvent was evaporated and the crude product was purified by preparative HPLC (ACE C8, 5 μm 21×50 mm, flow 25 ml/min, 50 mM NH4OAc in water/CH3CN) to give 13 mg (65%) of the title compound. MS (ESI+) calcd for C13H8Cl3N5O2S 402.946428, found 402.946188.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe crude product was purified by preparative HPLC (ACE C8, 5 μm 21×50 mm, flow 25 ml/min, 50 mM NH4OAc in water/CH3CN)

Quellen und Nachweise

ORD-Eintrag
ord-6cf7232f46054717b933c3d50abe3712
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09233946B2

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