Ammonia → alpha-Amino-1,3-benzodioxole-5-acetonitrile

HRID 1069537

Reaktionsgleichung

Reaktionsgleichung von HRID 1069537
[CH:1]1[C:6]([CH:7]=O)=[CH:5][C:4]2[O:9][CH2:10][O:11][C:3]=2[CH:2]=1.[NH3:12].[NH4+:13].[Cl-].[C-:15]#N.[K+].[O-]S([O-])(=O)=O.[Mg+2]>C1COCC1>[NH2:12][CH:7]([C:6]1[CH:1]=[CH:2][C:3]2[O:11][CH2:10][O:9][C:4]=2[CH:5]=1)[C:15]#[N:13]

Komponenten

7

Edukt 5

HCID 222AmmoniaHCID 8438PiperonalHCID 9032Potassium CyanideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 25517Ammonium Chloride

Produkt 1

HCID 4405684alpha-Amino-1,3-benzodioxole-5-acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Piperonal (6.00 g) is dissolved in THF (25 mL) and aq. NH3 (58%, 4.2 mL), NH4Cl (3.3 g) and KCN (3.9 g) are added. The mixture is stirred efficiently for 24 h. MgSO4 is added and the mixture stirred for 30 min., filtered and washed with THF. The filtrate is evaporated under reduced pressure and the residue purified by FC (Et2O/petrol ether 1:2,→2:1,→Et2O). Aminonitrile W-99 is obtained as a brown, unstable oil (2.87 g). The hydrochloride salt is precipitated from sat. HCl/Et2O for analytical purposes.

Aufarbeitung

  1. stirringthe mixture stirred for 30 min.
  2. filtrationfiltered
  3. washwashed with THF
  4. customThe filtrate is evaporated under reduced pressure
  5. customthe residue purified by FC (Et2O/petrol ether 1:2,→2:1,→Et2O)

Quellen und Nachweise

ORD-Eintrag
ord-838d4b9c67e147af8b79c2c98eb041ba
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06252080B1

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