5-Acetyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine → 6-Methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid

HRID 255732

Reaktionsgleichung

Reaktionsgleichung von HRID 255732
[C:1]([C:4]1[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)=[N:6][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:9]=1[CH3:10])(=[O:3])C.Br[O-].[Na+].S(=O)(O)[O-:30].[Na+]>O1CCCC1>[CH3:10][C:9]1[N:8]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:6]=[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=2)[C:4]=1[C:1]([OH:30])=[O:3]

Komponenten

5

Edukt 3

HCID 151474775-Acetyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidineHCID 23665763Sodium BisulfiteHCID 23673712Sodium hypobromite

Produkt 1

HCID 151474876-Methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 5-acetyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (1.5 g), tetrahydrofuran (70 ml), sodium hypobromite (70 ml) was stirred for 2 hours at ambient temperature. To the mixture was added an aqueous sodium bisulfite solution. The mixture was washed with diethyl ether (100 ml) and the aqueous solution was acidified to pH 3.0 with 10% hydrochloric acid. The resultant crystals were collected by filtration to give 0.80 g of 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid.

Aufarbeitung

  1. washThe mixture was washed with diethyl ether (100 ml)
  2. filtrationThe resultant crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-19c85a267351462d806f23799a5721f5
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698340

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