Ethanol → HCID 86742227, compound

HRID 1590272Notes

Reaction equation

HRID 1590272 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

5

Reactant 4

HCID 702EthanolHCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 12474891Methoxycarbonimidoyl dicyanide

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.

Workup

  1. extractionThe reaction mixture was extracted 3 times with methylene chloride (respectively, 450 ml, 100 ml and 100 ml),
  2. filtrationfiltered
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. customcrystalized with acetic acid

Sources & evidence

ORD record
ord-71cffb89e4f34f9d82b9a41ba55ce076
Source dataset
uspto-grants-1993_04
Patent number
US05202315

Reaction notes

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