Sulfuric Acid → HCID 21835790, compound

HRID 1741351Notes

Reaction equation

HRID 1741351 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)C1C=CC=CC=1>[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][C:7]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:6]=1)=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 19597249HCID 19597249, compound

Product 1

HCID 21835790HCID 21835790, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 244Benzyl AlcoholSolvent

Conditions

Temperature
110 °C

Procedure

10 g (43.6 mmol) of N-carboxymethylene-4-chloro-anthranilic acid are dissolved in 40 ml of benzyl alcohol, 444 mg (4.3 mmol) of H2SO4 are added and the mixture is stirred at 110° C. for 2 hours. It is cooled to room temperature and the product which has precipitated out is filtered off with suction, washed with benzyl alcohol and dried. 7.3 g (22.9 mmol; 53% of pale yellow crystalline N-carbobenzoxymethylene-4-chloro-anthranilic acid are obtained.

Workup

  1. temperatureIt is cooled to room temperature
  2. customthe product which has precipitated out
  3. filtrationis filtered off with suction
  4. washwashed with benzyl alcohol
  5. customdried

Sources & evidence

ORD record
ord-9438043534a64be6be29f38ec1557011
Source dataset
uspto-grants-1999_10
Patent number
US05973189

Reaction notes

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