Diphosgene → Isatoic Anhydride

HRID 622346Notes

Reaction equation

HRID 622346 reaction equation
Cl.[NH2:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[O:12]=[C:13](Cl)OC(Cl)(Cl)Cl>O1CCOCC1>[C:4]12[C:3](=[CH:11][CH:10]=[CH:9][CH:8]=1)[NH:2][C:13](=[O:12])[O:7][C:5]2=[O:6]

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 74985Anthranilic acid, hydrochloride

Product 1

HCID 8359Isatoic Anhydride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

7.5 g of 2-amino benzoic acid hydrochloride was mixed with 10 ml of diphosgene and the mixture was stirred in 150 ml of dioxane for 40 minutes at reflux. The resulting mixture was cooled and filtered. Yield: 5.7 g of title compound.

Workup

  1. temperatureat reflux
  2. temperatureThe resulting mixture was cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-e86f8072299c45e784bcf15e86d0aed2
Source dataset
uspto-grants-1988_09
Patent number
US04771051

Reaction notes

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