Formic Acid → HCID 14722456, compound

HRID 1031708Notes

Reaction equation

HRID 1031708 reaction equation
[C:1]([C:3]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])[C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:13][C:6]=2[O:5][CH:4]=1)#[N:2].C(O)=[O:28]>Cl>[C:1]([C:3]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[F:26])[C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[CH:13][C:6]=2[O:5][CH:4]=1)(=[O:28])[NH2:2]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 14722464HCID 14722464, compound

Product 1

HCID 14722456HCID 14722456, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3.73 g of 3-cyano-6-(2-fluorophenoxy)-7-methylsulfonylamino-4H-1-benzopyran-4-one was dissolved in 100 ml of formic acid saturated with hydrogen chloride. The mixture was stirred for 24 hours at 25°-30° C. The solvent was removed by distillation under reduced pressure. The residue was mixed with 100 ml of water. The resulting crystal was collected by filtration and recrystallized from acetic acid to obtain 2.54 g (yield: 65%) of 3-carbamoyl-6-(2-fluorophenoxy)-7-methylsulfonylamino-4H-1-benzopyran-4-one. The properties (melting point and IR) of this compound agreed with those of the compound obtained in Example 4.

Workup

  1. customThe solvent was removed by distillation under reduced pressure
  2. additionThe residue was mixed with 100 ml of water
  3. filtrationThe resulting crystal was collected by filtration
  4. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-c1be01137ee44755936232bb7b0e3edc
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

Loading…