Ethyl Acetate → 4-(2H-1,2,3,4-tetrazol-2-yl)aniline

HRID 1798822

Reaktionsgleichung

Reaktionsgleichung von HRID 1798822
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[N:14]=[N:13][CH:12]=[N:11]2)=[CH:6][CH:5]=1)([O-])=O.C(OCC)(=O)C>C(O)C.[Pd]>[N:11]1[N:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[N:14]=[N:13][CH:12]=1

Komponenten

5

Edukt 2

HCID 8857Ethyl AcetateHCID 5338832-(4-Nitrophenyl)-2H-tetrazole

Produkt 1

HCID 5716394-(2H-1,2,3,4-tetrazol-2-yl)aniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

2-(4-Nitrophenyl)-2H-tetrazole (200 mg, 1.05 mmol) was suspended in ethanol (1 mL). Ethyl acetate (1 mL) was added to improved solubility. The solution was degassed and purged with nitrogen 3 times before palladium on carbon (10% w/w, 223 mg, 0.2 mmol) was added. The mixture was degassed and purged with hydrogen 3 times and stirred under a hydrogen balloon for 2 hours. The reaction was diluted with acetone and passed through a plug of silica gel, which was washed thoroughly with acetone. The filtrated was concentrated to give the crude product which was used as isolated.

Aufarbeitung

  1. customThe solution was degassed
  2. additionwas added
  3. customThe mixture was degassed
  4. custompurged with hydrogen 3 times
  5. additionThe reaction was diluted with acetone
  6. washwas washed thoroughly with acetone
  7. concentrationThe filtrated was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-bd431c95bcb042a0809cfc1f3f247942
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08343990B2

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