Isocyanic acid → 3,6-Dibutyl-2,5-dimethylpyrazine

HRID 1606205

Reaction equation

HRID 1606205 reaction equation
[N:1](=[C:3]([CH2:7][CH2:8][CH2:9][CH3:10])[C:4](=O)[CH3:5])O.[CH3:11][C:12](=O)[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[N:19](Cl)=O.N=C=O>[Zn].C(O)(=O)C>[CH3:11][C:12]1[C:13]([CH2:14][CH2:15][CH2:16][CH3:17])=[N:19][C:4]([CH3:5])=[C:3]([CH2:7][CH2:8][CH2:9][CH3:10])[N:1]=1

Participants

7

Reactant 4

HCID 6347Isocyanic acidHCID 80512-HeptanoneHCID 17601Nitrosyl chlorideHCID 57349923HCID 57349923, compound

Product 1

HCID 6012253,6-Dibutyl-2,5-dimethylpyrazine

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

e. 2,5-Dimethyl-3,6-dibutyl-pyrazine was prepared by first forming 3-oximino-2-heptanone by reacting 2-heptanone with nitrosyl chloride according to the method of BOUVEAULT, Bull. [3] 31, 1163 (1904) The autocondensation of 2 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-dibutyl-pyrazine which had a b.p. of 18° C./0.002 mm. Hg.

Sources & evidence

ORD record
ord-1af4ebbe946149409fcba5a8c7c29535
Source dataset
uspto-grants-1976_04
Patent number
US03952026

Linked notes

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