Triethylamine → Methyl (z)-2-((((1-aminoethylidene)amino)oxy)carbonyl)isonicotinate

HRID 2404289Notes

Reaction equation

HRID 2404289 reaction equation
Cl[C:2]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][N:13]=1)[C:7]([O:9][CH3:10])=[O:8])=[O:3].[OH:14]/[N:15]=[C:16](\[NH2:18])/[CH3:17].C(N(CC)CC)C>ClCCl>[NH2:18]/[C:16](=[N:15]\[O:14][C:2]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][N:13]=1)[C:7]([O:9][CH3:10])=[O:8])=[O:3])/[CH3:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5487681(E)-N'-HydroxyacetimidamideHCID 45081772Methyl 2-(chlorocarbonyl)pyridine-4-carboxylate

Product 1

HCID 87287813Methyl (z)-2-((((1-aminoethylidene)amino)oxy)carbonyl)isonicotinate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 2-(chlorocarbonyl)isonicotinate in dichloromethane (500 mL) was added (Z)—N′-hydroxyacetimidamide and triethylamine, keeping the temperature at 25-30° C. for 1 day. The reaction was concentrated in vacuo to afford (Z)-methyl 2-((1-aminoethylideneaminooxy)carbonyl)isonicotinate as a yellow solid.

Workup

  1. customat 25-30° C.
  2. customfor 1 day
  3. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-e8c3dad5195a4433bc0b4b916deb3492
Source dataset
uspto-grants-2014_08
Patent number
US08802690B2

Reaction notes

Loading…