Sodium Sulfite → HCID 178518961, compound

HRID 490313Notes

Reaction equation

HRID 490313 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[N:12]([O-])=O.[Na+].S([O-])([O-])=O.[Na+].[Na+].C(=O)(O)[O-].[Na+]>O.Cl>[F:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4]([OH:5])=[N:12][NH:1]2)=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 27249674-Fluoroanthranilic acidHCID 23668193Sodium Nitrite

Product 1

HCID 178518961HCID 178518961, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent3×

Procedure

2-Amino-4-fluorobenzoic acid (25 g, 161.2 mmol) were suspended in 250 ml of water and 39 ml of conc. hydrochloric acid. At 0° C., sodium nitrite (11.2 g, 161.2 mmol) in 30 ml of water were added dropwise at below 10° C. After 30 min at room temp., sodium sulfite (69 g, 400 mmol) in 250 ml of water were added. After stirring for 2 h, 30 ml of conc. hydrochloric acid were added, and the mixture was left to stand overnight. It was then heated under reflux for 9 h, cooled and adjusted to pH 5.5 with sodium bicarbonate. The precipitate was filtered off with suction and dried.

Workup

  1. waitthe mixture was left
  2. waitto stand overnight
  3. temperatureIt was then heated
  4. temperatureunder reflux for 9 h
  5. temperaturecooled
  6. filtrationThe precipitate was filtered off with suction
  7. customdried

Sources & evidence

ORD record
ord-9e2cda2a16094cb98a9a2216af8702cc
Source dataset
uspto-grants-2009_05
Patent number
US07528155B2

Reaction notes

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