Methane → HCID 21390710, compound

HRID 2397864Notes

Reaction equation

HRID 2397864 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[N:8][OH:9])[NH2:7].[N+:10]([C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=O)=[CH:15][CH:14]=1)([O-:12])=[O:11].C>O1CCOCC1.B(F)(F)F.C(OCC)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:7]=[C:17]([C:16]2[CH:20]=[CH:21][C:13]([N+:10]([O-:12])=[O:11])=[CH:14][CH:15]=2)[O:9][N:8]=1

Participants

6

Reactant 3

HCID 297MethaneHCID 85024-Nitrobenzoyl chlorideHCID 303962450892-99-4

Product 1

HCID 21390710HCID 21390710, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 8000Boron trifluoride etherateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-furanamidoxime (12.6 g, 0.1 mole) and p-nitrobenzoyl chloride (18.1 g, 0.1 mole) in 500 ml of dry dioxane, 1 ml of BF3 -ethyl ether is added and the mixture is heated to reflux for 16 hours. Evaporation of the solvent in vacuo gives a light brown solid. It is decolorized with Darco (CHCl3) and crystallized from ethanol-acetonitrile to give 19.2 g (75%) of product, m.p. 168°-170° .

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 16 hours
  3. customEvaporation of the solvent in vacuo
  4. customgives a light brown solid
  5. customcrystallized from ethanol-acetonitrile

Sources & evidence

ORD record
ord-5399df89cf8a4505847e6aa567d92a01
Source dataset
uspto-grants-1977_05
Patent number
US04022901

Reaction notes

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