Sulfuric Acid → HCID 21835783, compound

HRID 1741347Notes

Reaction equation

HRID 1741347 reaction equation
[C:1]([CH:4]=[N:5][C:6]1[C:7](=[CH:11][CH:12]=[C:13]([Cl:15])[CH:14]=1)[C:8]([OH:10])=[O:9])([OH:3])=[O:2].S(=O)(=O)(O)O.[CH:21](O)([CH3:23])[CH3:22]>>[C:1]([CH:4]=[N:5][C:6]1[C:7](=[CH:11][CH:12]=[C:13]([Cl:15])[CH:14]=1)[C:8]([OH:10])=[O:9])([O:3][CH:21]([CH3:23])[CH3:22])=[O:2]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 19597249HCID 19597249, compound

Product 1

HCID 21835783HCID 21835783, compoundYield 78%

Procedure

5 g (21.8 mmol) of N-carboxymethylene-4-chloro-anthranilic acid are suspended in 50 ml of isopropanol, and 222 mg (2.3 mmol) of sulfuric acid are added. The mixture is heated under reflux for 8.25 hours. It is then cooled to room temperature and the product which has precipitated out is washed with petroleum ether and dried. 4.6 g (16.9 mmol; 78%) of N-carboisopropoxymethylene-4-chloro-anthranilic acid are obtained.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 8.25 hours
  3. customthe product which has precipitated out
  4. washis washed with petroleum ether
  5. customdried

Sources & evidence

ORD record
ord-43127324cf9641438ece1bafff033e7a
Source dataset
uspto-grants-1999_10
Patent number
US05973189

Reaction notes

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