Sulfuric Acid → HCID 21835789, compound

HRID 1741350Notes

Reaction equation

HRID 1741350 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].OS(O)(=O)=O>C(O)CCCCC>[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][CH2:8][CH2:7][CH2:6][CH2:14][CH2:13][CH3:12])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 19597249HCID 19597249, compound

Product 1

HCID 21835789HCID 21835789, compoundYield 181.7%

Reagents, catalysts & solvents 1

HCID 81031-HexanolSolvent

Conditions

Temperature
75 °C

Procedure

5 g (21.8 mmol) of N-carboxymethylene-4-chloro-anthranilic acid are dissolved in 40 ml of n-hexanol, 108 mg (1.05 mmol) of concentrated H2SO4 are added and the mixture is heated at 75° C. for 2 hours. The reaction mixture is cooled to room temperature and the product is filtered off with suction. Washing with hexanol and drying gives 5.8 g (19.8 mmol; 91%) of carbohexoxymethylene-4-chloro-anthranilic acid as a pale yellow solid.

Workup

  1. temperatureThe reaction mixture is cooled to room temperature
  2. filtrationthe product is filtered off with suction
  3. washWashing with hexanol
  4. customdrying

Sources & evidence

ORD record
ord-d170e3a78f71414d913ff118fa492350
Source dataset
uspto-grants-1999_10
Patent number
US05973189

Reaction notes

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