Ammonium Chloride → N-{2-[(3-aminobenzyl)thio]-5-fluorophenyl}-1-benzofuran-2-sulfonamide

HRID 70379Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 70379
[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-])=O)[CH:24]=2)=[C:6]([NH:8][S:9]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[CH:16]=2)(=[O:11])=[O:10])[CH:7]=1.[NH4+].[Cl-]>CO.[Zn]>[NH2:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=1)[CH2:22][S:21][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][C:6]=1[NH:8][S:9]([C:12]1[O:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[CH:16]=1)(=[O:11])=[O:10]

Komponenten

5

Edukt 2

HCID 25517Ammonium ChlorideHCID 67972345N-(5-fluoro-2-((3-nitrobenzyl)thio)phenyl)benzofuran-2-sulfonamide

Produkt 1

HCID 67972838N-{2-[(3-aminobenzyl)thio]-5-fluorophenyl}-1-benzofuran-2-sulfonamideAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

N-(5-fluoro-2-((3-nitrobenzyl)thio)phenyl)benzofuran-2-sulfonamide (91 mg, 0.199 mmol) was dissolved in MeOH (2 ml). Zn (322 mg, 4.967 mmol) and NH4Cl (1 ml) was added to the solution. After the mixture was stirred for 30 min at room temperature, the solid was filtered and the filtrate was concentrated in vacuo and then the crude residue was purified by column chromatography (0˜30% EtOAc in hexane) to afford the title product (50 mg, 59%).

Aufarbeitung

  1. filtrationthe solid was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customthe crude residue was purified by column chromatography (0˜30% EtOAc in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-150f43e045164eb981d7e4db32c3e498
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822530B2

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