Sulfuric Acid → HCID 21835780, compound

HRID 1741349Notes

Reaction equation

HRID 1741349 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)CCC>[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][CH2:7][CH2:6][CH2:14][CH3:13])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 19597249HCID 19597249, compound

Product 1

HCID 21835780HCID 21835780, compoundYield 151.4%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
75 °C

Procedure

5 g (21.8 mmol) of N-carboxymethylene-4-chloro-anthranilic acid are dissolved in 40 ml of n-butanol. 108 mg (1.05 mmol) of concentrated H2SO4 are added and the mixture is heated at 75° C. for 2 hours. After cooling to room temperature, the product which has precipitated out is filtered off with suction, washed with n-butanol and dried. 4.7 g (16.5 mmol; 76%) of pale yellow crystalline N-carbobutoxymethylene-4-chloro-anthranilic acid are obtained.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe product which has precipitated out
  3. filtrationis filtered off with suction
  4. washwashed with n-butanol
  5. customdried

Sources & evidence

ORD record
ord-68869119b0d7443ca8c8af552236ad55
Source dataset
uspto-grants-1999_10
Patent number
US05973189

Reaction notes

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