Diethyl Ether → HCID 178486935, compound

HRID 1197495Notes

Reaction equation

HRID 1197495 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[F:6][C:7]1[C:15]2[CH:14]=[C:13]([C:16](=[NH:19])[NH:17][OH:18])[S:12][C:11]=2[CH:10]=[C:9]([O:20][CH3:21])[C:8]=1[O:22][CH3:23].C(OCC)C>CO>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[F:6][C:7]1[C:15]2[CH:14]=[C:13]([C:16](=[NH:19])[NH:17][OH:18])[S:12][C:11]=2[CH:10]=[C:9]([O:20][CH3:21])[C:8]=1[O:22][CH3:23]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6395Methanesulfonic AcidHCID 178486934HCID 178486934, compound

Product 1

HCID 178486935HCID 178486935, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methanesulphonic acid (2 ml) was added to a stirred suspension of 7.75 g of 4-fluoro-N-hydroxy-5,6-dimethoxybenzo[b]thiophene-2-carboximidamide in 20 ml of methanol. The starting material dissolved and the resultant solution was filtered dust-free, then concentrated under reduced pressure. Dust-free diethyl ether (20 ml) was then added to the residual oily crystalline residues and the mixture was stirred until a thick paste had formed. More dust-free diethyl ether (30 ml) was then added, the mixture was stirred again, then the solid was filtered and dried at 65° C. under vacuum to give 10 g of pure 4-fluoro-N-hydroxy-5,6-dimethoxybenzo[b]thiophene-2-carboximidamide methanesulphonate. M.p. 190° C. (dec.).

Workup

  1. dissolutionThe starting material dissolved
  2. filtrationthe resultant solution was filtered dust-free
  3. concentrationconcentrated under reduced pressure
  4. additionDust-free diethyl ether (20 ml) was then added to the residual oily crystalline residues
  5. customhad formed
  6. stirringthe mixture was stirred again
  7. filtrationthe solid was filtered
  8. customdried at 65° C. under vacuum

Sources & evidence

ORD record
ord-b2929d453a4f4a478e9edebe862a181d
Source dataset
uspto-grants-1994_01
Patent number
US05276052

Reaction notes

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