4-Iodo-3-aminothioanisole → 4-Methylsulfanyl-2'-amino-biphenyl-2-ylamine

HRID 2089269Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2089269
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-])=O)=[C:5]([NH2:18])[CH:4]=1.IC1C=CC(SC)=CC=1N>O=[Pt]=O.C(O)C>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH2:15])=[C:5]([NH2:18])[CH:4]=1

Komponenten

5

Edukt 2

HCID 597545314-Iodo-3-aminothioanisoleHCID 674031774-Methylsulfanyl-2'-nitro-biphenyl-2-ylamine

Produkt 1

HCID 674031524-Methylsulfanyl-2'-amino-biphenyl-2-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A flask was charged with ca. 1 mmol of 4-Methylsulfanyl-2′-nitro-biphenyl-2-ylamine, 15 mL of ethanol, and 0.1 mmol of PtO2, and stirred under hydrogen atmosphere at 40 psi for 10 minutes. The reaction mixture was filtered through diatomaceous earth, washed with ethanol, and the combined organic layer was evaporated to dryness. The crude material was purified by preparative HPLC. The same material can also be prepared by the previous method, (Suzuki coupling conditions) starting from 4-iodo-3-aminothioanisole, and purified by preparative HPLC.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through diatomaceous earth
  2. washwashed with ethanol
  3. customthe combined organic layer was evaporated to dryness
  4. customThe crude material was purified by preparative HPLC
  5. customThe same material can also be prepared by the previous method, (Suzuki coupling conditions)
  6. custompurified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-0ba9d9a6f5694640a14bdda219f77439
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436031B2

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