Ammonia → HCID 56698115, compound

HRID 17847Notes

Reaction equation

HRID 17847 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[S:11](=[O:14])(=[O:13])[NH2:12].N.[N:16]1C=CC=CC=1>S(Cl)(Cl)=O>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:16])=[O:7])=[CH:4][C:3]=1[S:11](=[O:14])(=[O:13])[NH2:12]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 1049PyridineHCID 6848423-(Aminosulfonyl)-4-fluorobenzoic acid

Product 1

HCID 56698115HCID 56698115, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

A solution of 4-fluoro-3-sulphamoylbenzoic acid (5.4 mmol) in thionyl chloride (10 mL) is refluxed for 4 hours. The reagent is then removed by distillation under reduced pressure and the residue is re-dissolved in dry toluene (10 mL). The solvent is removed by distillation under reduced pressure. This operation is repeated twice, and then the residue is dissolved in dry dioxane (10 mL), and ammonia (6 mmol) and pyridine (6 mmol) are added. After one hour, the solvent is removed under reduced pressure and the residue is taken up in methanol (5 mL), and then water (30 mL) is added. The precipitate obtained is collected by filtration, washed with water and dried.

Workup

  1. customThe reagent is then removed by distillation under reduced pressure
  2. dissolutionthe residue is re-dissolved in dry toluene (10 mL)
  3. customThe solvent is removed by distillation under reduced pressure
  4. dissolutionthe residue is dissolved in dry dioxane (10 mL)
  5. customthe solvent is removed under reduced pressure
  6. additionwater (30 mL) is added
  7. customThe precipitate obtained
  8. filtrationis collected by filtration
  9. washwashed with water
  10. customdried

Sources & evidence

ORD record
ord-dce65f4b86f34ad48a0d6a4cf3752aea
Source dataset
uspto-grants-2010_06
Patent number
US07741320B2

Reaction notes

Loading…