Cyanoacetic acid → HCID 2799775, Verbindung

HRID 1903099Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903099
[C:1]([CH2:3][C:4]([OH:6])=O)#[N:2].[NH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1.C1(N=C=NC2CCCCC2)CCCCC1>C(#N)C>[C:1]([CH2:3][C:4]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)=[O:6])#[N:2]

Komponenten

5

Edukt 3

HCID 9740Cyanoacetic acidHCID 10868DicyclohexylcarbodiimideHCID 195092-Pyridinemethanamine

Produkt 1

HCID 2799775HCID 2799775, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel3×

Versuchsvorschrift

To a solution of 6.8 g of cyanoacetic acid in 200 ml of acetonitrile was added a solution of 8.65 g of 2-aminomethylpyridine in 50 ml of acetonitrile, and to the resulting suspension there was added rapidly (with stirring) a solution of 18.5 g of dicyclohexylcarbodiimide in 50 ml of acetonitrile. After stirring 5 hours and standing overnight, the suspension was filtered. The filtrate was evaporated, and the crude residue was triturated with ether-ethyl acetate to give crystals, m.p. 78°-80°. Recrystallization from toluene yielded the 2-(cyanoacetylaminomethyl)-pyridine, m.p. 81°-82°.

Aufarbeitung

  1. additionto the resulting suspension there was added rapidly
  2. waitstanding overnight
  3. filtrationthe suspension was filtered
  4. customThe filtrate was evaporated
  5. customthe crude residue was triturated with ether-ethyl acetate
  6. customto give crystals, m.p. 78°-80°
  7. customRecrystallization from toluene

Quellen und Nachweise

ORD-Eintrag
ord-f61fb57231064762a9e1ef3c7a1b6bf2
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04435407

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