Ammonium Chloride → 4-(2-Amino-5-benzyloxy-phenylsulfanyl)-phenol

HRID 607317Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 607317
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:23]([O-])=O)=[C:13]([S:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+]>O1CCCC1.CO.O.[Fe]>[NH2:23][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][C:13]=1[S:15][C:16]1[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=1

Komponenten

7

Edukt 2

HCID 25517Ammonium ChlorideHCID 668083594-(5-Benzyloxy-2-nitro-phenylsulfanyl)-phenol

Produkt 1

HCID 668086274-(2-Amino-5-benzyloxy-phenylsulfanyl)-phenolAusbeute 95,6 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23925IronKatalysatorHCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The product of Example 237B (0.390 g, 1.10 mmol), iron powder (0.248 g, 4.41 mmol, 4.0 eq) and ammonium chloride (0.071 g, 1.32 mmol, 1.2 eq) in tetrahydrofuran (6 mL), methanol (6 mL) and water (2 mL) was heated under reflux for 16 hours and then cooled to room temperature. The reaction mixture was filtered through Celite, rinsing with methanol, and the filtrate was evaporated under reduced pressure to provide the title compound (0.340 g, 95%) as a gray powder that was used in subsequent reactions without further purification.

Aufarbeitung

  1. temperatureunder reflux for 16 hours
  2. filtrationThe reaction mixture was filtered through Celite
  3. washrinsing with methanol
  4. customthe filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d6fc048825cc44548167e7565e4707c5
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915411B2

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