HCID 70223253, compound → HCID 9819646, compound

HRID 1740832Notes

Reaction equation

HRID 1740832 reaction equation
CC([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12](/[C:15](/[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[C:16](\[CH2:22][CH2:23][OH:24])/[C:17]([O:19]CC)=O)=[CH:11][CH:10]=1)(=[O:8])=[O:7])(C)C>FC(F)(F)C(O)=O>[S:6]([C:9]1[CH:14]=[CH:13][C:12](/[C:15](=[C:16]2/[C:17](=[O:19])[O:24][CH2:23][CH2:22]/2)/[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:11][CH:10]=1)(=[O:7])(=[O:8])[NH2:5]

Participants

3

Reactant 1

HCID 70223253HCID 70223253, compound

Product 1

HCID 9819646HCID 9819646, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 10 g of ethyl (E)-3-(4-(1,1-dimethylethyl)sulphamoylphenyl)-3-(4-fluorophenyl)-2-(2-hydroxyethyl)prop-2-enoate, prepared in example 20, in 50 ml of trifluoroacetic acid is heated under reflux for 16 hours. The solution is evaporated to dryness in vacuo and the residue is taken up into an acetone/diethyl ether mixture. The crystals formed are filtered off and dried to give 5.1 g of (E)-3-[1-(4-sulphamoylphenyl)-1-(4-fluorophenyl)methylene]-dihydrofuran-2-one as crystals with a melting point of 202° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours
  3. customThe solution is evaporated to dryness in vacuo
  4. customThe crystals formed
  5. filtrationare filtered off
  6. customdried

Sources & evidence

ORD record
ord-d89463cf431c4648b83fd4dd04c07a29
Source dataset
uspto-grants-1999_10
Patent number
US05972950

Reaction notes

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