2-(2-Nitrophenyl)-3,1-benzoxazin-4-one → 2-(2-aminophenyl)-4H-3,1-benzoxazin-4-one

HRID 1583741Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1583741
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[O:15][C:14](=[O:16])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[N:11]=1)([O-])=O>C(OCC)(=O)C.[Pt]=O>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[O:15][C:14](=[O:16])[C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[N:11]=1

Komponenten

4

Edukt 1

HCID 3476752-(2-Nitrophenyl)-3,1-benzoxazin-4-one

Produkt 1

HCID 8383952-(2-aminophenyl)-4H-3,1-benzoxazin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-(2-Nitrophenyl)-3,1-benzoxazin-4-one (1.1 g, 4.10 mmole) was suspended in 40 ml of ethyl acetate, with platinum oxide (100 mg) being added, and the resulting reaction mixture was hydrogenated at atmospheric pressure with vigorous stirring. After 3 hours, the catalyst was removed and the solvent was rotoevaporated. The residual yellow oil was subjected to flash chromatography to give a homogeneous product. Recrystallization from acetone provided the analytical sample, m.p. 163°-165° C. (lit.* 162° C.).

Aufarbeitung

  1. additionbeing added
  2. customthe resulting reaction mixture
  3. customthe catalyst was removed
  4. customto give a homogeneous product
  5. customRecrystallization from acetone
  6. customprovided the analytical sample, m.p. 163°-165° C. (lit.* 162° C.)

Quellen und Nachweise

ORD-Eintrag
ord-93673244aa4948aeafe61369154663f8
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04554272

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