N-bromobutanimide → HCID 20514104, Verbindung

HRID 1902884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1902884
[Br:1]N1C(=O)CCC1=O.[CH3:9][O:10][C:11]1[CH:16]=[C:15]([CH3:17])[N:14]=[C:13]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)[N:12]=1>ClC(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:1][CH2:24][C:21]1[CH:22]=[CH:23][C:18]([C:13]2[N:12]=[C:11]([O:10][CH3:9])[CH:16]=[C:15]([CH3:17])[N:14]=2)=[CH:19][CH:20]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 205140954-Methoxy-6-methyl-2-(4-methylphenyl)pyrimidine

Produkt 1

HCID 20514104HCID 20514104, VerbindungAusbeute 75,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 7187Benzoyl PeroxideKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of 9.4 g of N-bromosuccinimide and 0.2 g of azoisobutyronitrile is added in portions at 70° C. and in the course of 30 minutes to a solution of 10.7 g of 4-methoxy-6-methyl-2-p-tolylpyrimidine and 0.2 g of dibenzoyl peroxide in 100 ml of anhydrous tetrachloromethane. The mixture is then kept for 2 hours at reflux temperature. After cooling, the succinimide is filtered with suction and the filter cake is washed with 200 ml of tetrachloromethane and the filtrate is concentrated. Recrystallisation from n-hexane affords 11 g (75% of theory) of 2-(4-bromomethylphenyl)-4-methoxy-6-methylpyrimidine with a melting point of 98°-99° C.

Aufarbeitung

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationthe succinimide is filtered with suction
  4. washthe filter cake is washed with 200 ml of tetrachloromethane
  5. concentrationthe filtrate is concentrated
  6. customRecrystallisation from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-2f02c1f727054850a10c993fb209e740
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04366189

Notizen zur Reaktion

Wird geladen…