Acetic Acid → HCID 14722456, compound

HRID 1031707Notes

Reaction equation

HRID 1031707 reaction equation
Cl.[C:2]([C:4]1[C:9](=[O:10])[C:8]2[CH:11]=[C:12]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[C:13]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:14][C:7]=2[O:6][CH:5]=1)#[N:3].C(O)(=[O:30])C>>[C:2]([C:4]1[C:9](=[O:10])[C:8]2[CH:11]=[C:12]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[F:27])[C:13]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:14][C:7]=2[O:6][CH:5]=1)(=[O:30])[NH2:3]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14722464HCID 14722464, compound

Product 1

HCID 14722456HCID 14722456, compoundYield 42.1%

Procedure

30 ml of concentrated hydrochloric acid and 60 ml of acetic acid were added to 3.74 g of 3-cyano-6-(2-fluorophenoxy)-7-methylsulfonylamino-4H-1-benzopyran-4-one. The mixture was refluxed for 30 minutes. After the completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was washed with water and then recrystallized from acetic acid to obtain 1.65% (yield: 42.1%) of 3-carbamoyl-6-(2-fluorophenoxy)-7-methylsulfonylamino-4H-1-benzopyran-4-one having a melting point of 249°-251° C.

Workup

  1. temperatureThe mixture was refluxed for 30 minutes
  2. customAfter the completion of the reaction
  3. customthe solvent was removed by distillation under reduced pressure
  4. washThe residue was washed with water
  5. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-8ae76a6c99234dee9c864c1f6afaa19c
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

Loading…