Sodium Hydroxide → 4,6-Dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile

HRID 372636

Reaktionsgleichung

Reaktionsgleichung von HRID 372636
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]#[N:10])=[C:4]([Cl:11])[N:3]=1.[NH2:12][C:13]([CH3:17])([CH3:16])[C:14]#[N:15].[OH-].[Na+]>CC(C)=O.O>[Cl:11][C:4]1[C:5]([C:9]#[N:10])=[C:6]([Cl:8])[N:7]=[C:2]([NH:12][C:13]([C:14]#[N:15])([CH3:17])[CH3:16])[N:3]=1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 880222-Amino-2-methylpropionitrileHCID 2509452,4,6-Trichloro-5-cyanopyrimidine

Produkt 1

HCID 537123174,6-Dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrileAusbeute 40,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A stirred solution of 6.3 grams of 2,4,6-trichloro-5-pyrimidinecarbonitrile in 25 ml of acetone was cooled to -10°, and 2.5 grams of 2-amino-2-methylpropionitrile was added. With the reaction mixture at -10°, a solution of 1.3 grams of sodium hydroxide in 3.5 ml of water was added dropwise. Upon complete addition, the reaction mixture was stirred at -10° for 30 minutes. The acetone was removed under reduced pressure; the residue was extracted with diethyl ether, and the extract was separated and dried over magnesium sulfate. The extract was filtered, and the filtrate was evaporated under reduced pressure, yielding a residue. The residue was recrystallized from methylcyclohexane to give 3.1 grams of 4,6-dichloro-2-(1-cyano-1-methylethylamino)-5-pyrimidinecarbonitrile; mp, 154-158°.

Aufarbeitung

  1. additionUpon complete addition
  2. customThe acetone was removed under reduced pressure
  3. extractionthe residue was extracted with diethyl ether
  4. customthe extract was separated
  5. dry with materialdried over magnesium sulfate
  6. filtrationThe extract was filtered
  7. customthe filtrate was evaporated under reduced pressure
  8. customyielding a residue
  9. customThe residue was recrystallized from methylcyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-37b7226c088f4ba2876aa64ddccc1333
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04092150

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