Trifluoroacetic acid → HCID 178488964, compound

HRID 275789

Reaction equation

HRID 275789 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[F:11][C:12]([F:17])([F:16])[C:13](O)=O>>[CH3:10][O:9][C:3]1[C:2]2[NH:1][C:13]([C:12]([F:17])([F:16])[F:11])=[N:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 1842683-Methoxybenzene-1,2-diamine

Product 1

HCID 178488964HCID 178488964, compound

Procedure

A solution of 2,3-diaminoanisole (1.0 g) in trifluoroacetic acid (15 ml) was refluxed for 5 h and then stirred at room temperature overnight. Excess trifluoroacetic acid was removed in vacuo and the residue partitioned between ethyl acetate (50 ml) and water (50 ml). The organic phase was washed with saturated sodium bicarbonate solution (50 ml) and water (50 ml). Drying over anhydrous sodium sulfate and removal of the solvent in vacuo gave a brown residue. Purification by column chromatography eluting with 50% ethyl acetate in hexane gave the title compound as a yellow solid (1.4 g).

Workup

  1. customExcess trifluoroacetic acid was removed in vacuo
  2. customthe residue partitioned between ethyl acetate (50 ml) and water (50 ml)
  3. washThe organic phase was washed with saturated sodium bicarbonate solution (50 ml) and water (50 ml)
  4. dry with materialDrying over anhydrous sodium sulfate and removal of the solvent in vacuo
  5. customgave a brown residue
  6. customPurification by column chromatography
  7. washeluting with 50% ethyl acetate in hexane

Sources & evidence

ORD record
ord-cd3646b14c6a4c6f81a7978aadde6c66
Source dataset
uspto-grants-2002_03
Patent number
US06353010B1

Linked notes

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