Ethanol → HCID 86742227, compound

Reaction equation

[Cl-].[NH4+:2].[OH-].[NH4+].[CH3:5][O:6][N:7]=[C:8]([C:11]#[N:12])[C:9]#[N:10].[CH2:13]([OH:15])[CH3:14]>>[C:13]([O-:6])(=[O:15])[CH3:14].[C:9]([C:8](=[N:7][O:6][CH3:5])[C:11]([NH2:2])=[NH2+:12])#[N:10]

Participants

Reactant 4

HCID 702Ethanol

HCID 14923Ammonium Hydroxide

HCID 25517Ammonium Chloride

HCID 12474891Methoxyiminomalononitrile

Product 1

HCID 86742227HCID 86742227, compound

Procedure

To a mixed solution of ammonium chloride(14.2 g) dissolved in ethanol (90 ml) and conc. ammonium hydroxide aqueous solution (178 ml) was added 2-(methoxyimino)malononitrile(29 g) at -5°~0° C., and the mixture was stirred for 10 hours at these temperatures. The reaction mixture was extracted 3 times with methylene chloride (respectively, 450 ml, 100 ml and 100 ml), dehydrated, filtered, and concentrated. The residue was dissolved in ethyl acetate, and crystalized with acetic acid to give the above-indicated compound (20.5 g) in pale brown.