Potassium → 2-Cyano-2-{[2-(1H-1,2,4-triazol-1-yl)ethoxy]imino}acetamide

HRID 463017Notes

Reaction equation

HRID 463017 reaction equation
[K].[C:2]([C:4](=[N:8][OH:9])[C:5]([NH2:7])=[O:6])#[N:3].C1(C)C=CC(S(O[CH2:20][CH2:21][N:22]2[CH:26]=[N:25][CH:24]=[N:23]2)(=O)=O)=CC=1>C(#N)C>[C:2]([C:4](=[N:8][O:9][CH2:20][CH2:21][N:22]1[CH:26]=[N:25][CH:24]=[N:23]1)[C:5]([NH2:7])=[O:6])#[N:3]

Participants

5

Reactant 3

HCID 5462222PotassiumHCID 67624432-Cyano-2-hydroxyiminoacetamideHCID 132681752-(1H-1,2,4-triazol-1-yl)ethyl 4-methylbenzene-1-sulfonate

Product 1

HCID 542015602-Cyano-2-{[2-(1H-1,2,4-triazol-1-yl)ethoxy]imino}acetamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

15.1 g (0.1 mol) of the potassium salt of 2-cyano-2-oximinoacetamide and 28.3 g (0.106 mol) of 1-(2-(p-toluenesulphonyloxy)-ethyl)-1,2,4-triazole in 100 ml of acetonitrile are heated at 80° C. for 10 hours. The solid product is separated off, and the acetonitrile solution is evaporated down in vacuo. The residue is recrystallized from boiling diethyl ketone. 13.4 g of 2-cyano-2-[2-(1,2,4-triazol-1-yl)-ethyl-oximino]-acetamide of melting point 137° C. are obtained: this is 64% of theory.

Workup

  1. customThe solid product is separated off
  2. customthe acetonitrile solution is evaporated down in vacuo
  3. customThe residue is recrystallized

Sources & evidence

ORD record
ord-2b380dea3cf6491fa02069528542245c
Source dataset
uspto-grants-1985_05
Patent number
US04518605

Reaction notes

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