Sodium Chloride → HCID 20183383, Verbindung

HRID 255724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255724
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:3]=1[C:23]([NH2:25])=O.[Cl-].[Na+].P(Cl)(Cl)(Cl)=O>ClCCCl>[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:3]=1[C:23]#[N:25]

Komponenten

5

Edukt 3

HCID 5234Sodium ChlorideHCID 24813Phosphorus oxychlorideHCID 11724425HCID 11724425, Verbindung

Produkt 1

HCID 20183383HCID 20183383, VerbindungAusbeute 66,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A mixture of 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide (10 g), sodium chloride (8 g) and phosphorous oxychloride (3.3 g) in 1,2-dichloroethane (50 ml) was refluxed for 10 hours. After removal of the sodium chloride, the reaction mixture was poured into a mixture of dichloromethane (200 ml) and aqueous saturated hydrogen carbonate solution (100 ml). The separated organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from diethyl ether, collected, washed with diethyl ether and dried to give 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarbonitrile (6.3 g).

Aufarbeitung

  1. temperaturewas refluxed for 10 hours
  2. customAfter removal of the sodium chloride
  3. additionthe reaction mixture was poured into a mixture of dichloromethane (200 ml) and aqueous saturated hydrogen carbonate solution (100 ml)
  4. dry with materialThe separated organic layer was dried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was crystallized from diethyl ether
  7. customcollected
  8. washwashed with diethyl ether
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-07b5bf4289ec46cc9f0d215685ed7a8f
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698340

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