Isocyanic acid → 2,5-Dimethyl-3,6-dipropylpyrazine

HRID 1606186

Reaktionsgleichung

Reaktionsgleichung von HRID 1606186
[N:1](=[C:3]([CH2:7][CH2:8][CH3:9])[C:4](=O)[CH3:5])O.[CH3:10][C:11](=O)[CH2:12][CH2:13][CH2:14][CH3:15].[N:17](Cl)=O.N=C=O>[Zn].C(O)(=O)C>[CH3:10][C:11]1[C:12]([CH2:13][CH2:14][CH3:15])=[N:17][C:4]([CH3:5])=[C:3]([CH2:7][CH2:8][CH3:9])[N:1]=1

Komponenten

7

Edukt 4

HCID 6347Isocyanic acidHCID 115832-HexanoneHCID 17601Nitrosyl chlorideHCID 714377503-Oximino-2-hexanone

Produkt 1

HCID 5963332,5-Dimethyl-3,6-dipropylpyrazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

2,5-Dimethyl-3,6-dipropyl-pyrazine was prepared by first forming 3-oximino-2-hexanone by reacting 2-hexanone with nitrosyl chloride according to the method of BOUVEAULT, Bull. [3] 31, 1163 (1904). The autocondensation of two molecules of the imino-ketone in the presence of zinc and acetic acid [according to the method described in Chimia 11, 310 (1957)] yielded 2,5-dimethyl-3,6-dipropyl-pyrazine which had a b.p. of 109°-110°C./10 mm. Hg. 5d. 2,5-Dimethyl-3,6-diisopropyl-pyrazine was prepared by first forming 4-methyl-3-oximino-2-pentanone by reacting 4-methyl-2-pentanone with nitrosyl chloride according to the method of BOUVEAULT, Bull. [3] 31, 1163 (1904). The autocondensation of two moles of the imino-ketone in the presence of zinc and acetic acid [according to the method described in Chimia 11, 310 (1957)] yielded 2,5-Dimethyl-3,6-diisopropyl-pyrazine which had a b.p. of 91°C./8 mm. Hg.

Quellen und Nachweise

ORD-Eintrag
ord-3a6855ed907d4895b907b4995995984c
Quelldatensatz
uspto-grants-1976_04
Patentnummer
US03952024

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